KR20210145788A

KR20210145788A - Pyridazinone compounds and herbicides

Info

Publication number: KR20210145788A
Application number: KR1020217035533A
Authority: KR
Inventors: 유우키 타나카; 모토요시 이와사; 마사미츠 이나바; 다이스케 타니마; 퍼마나 하디안; 유토 우스이; 타카마사 후루하시
Original assignee: 닛산 가가쿠 가부시키가이샤
Priority date: 2019-04-01
Filing date: 2020-04-01
Publication date: 2021-12-02
Also published as: EP3949731A1; CO2021014245A2; BR112021019603A2; IL286837A; AU2020251570A1; CN113825398A; US20230085307A1; JPWO2020204112A1; WO2020204112A1; EP3949731A4

Abstract

[과제] 신규한 농약, 특히 제초제를 제공한다.
[해결수단] 식(1):

[식 중, W¹ 및 X는, 각각 독립적으로 산소원자 또는 황원자를 나타내고, R¹ 및 R²는, 각각 독립적으로 C₁~C₆알킬 등을 나타내고, R³은, D-1 내지 D-8 등을 나타내고, Y¹은 할로겐원자 등을 나타내고, G는 수소원자 등을 나타내고, Z¹은 C₁~C₆알킬 등을 나타내고, n은 0, 1, 2, 3 또는 4의 정수를 나타내고, p5는, 0, 1, 2, 3, 4 또는 5의 정수를 나타내고, p4는, 0, 1, 2, 3 또는 4의 정수를 나타내고, p3은, 0, 1, 2 또는 3의 정수를 나타낸다.]로 표시되는 피리다진 화합물, 및 그들을 함유하는 제초제.[PROBLEMS] To provide novel pesticides, especially herbicides.
[Solution] Equation (1):

[Wherein, W ¹ and X each independently represent an oxygen atom or a sulfur atom, R ¹ and R ² each independently represent C ₁ to C ₆ alkyl or the like, R ³ is D-1 to D- 8 and the like, Y ¹ represents a halogen atom, etc., G represents a hydrogen atom, etc., Z ¹ represents C ₁ to C ₆ alkyl, etc., n represents an integer of 0, 1, 2, 3 or 4 , p5 represents an integer of 0, 1, 2, 3, 4 or 5, p4 represents an integer of 0, 1, 2, 3 or 4, p3 represents an integer of 0, 1, 2 or 3 shown.] pyridazine compounds represented by, and herbicides containing them.

Description

Pyridazinone compounds and herbicides

본 발명은, 신규한 피리다지논 화합물 또는 그들의 염, 그리고 이 화합물을 유효성분으로서 함유하는 농약, 특히 제초제에 관한 것이다.The present invention relates to a novel pyridazinone compound or a salt thereof, and an agrochemical, particularly a herbicide, containing the compound as an active ingredient.

예를 들어, 특허문헌 1 및 특허문헌 2에는, 어느 종의 피리다지논 화합물이 개시되어 있는데, 본 발명에 따른 피리다지논 화합물에 관해서는 전혀 개시되어 있지 않다.For example, although a certain type of pyridazinone compound is disclosed in patent document 1 and patent document 2, it does not disclose at all about the pyridazinone compound which concerns on this invention.

국제공개 제2017/074992호International Publication No. 2017/074992 국제공개 제2015/168010호International Publication No. 2015/168010

본 발명의 목적은, 보다 저약량으로 각종 잡초에 대하여 효과를 확실하게 나타내고, 또한, 토양오염이나 후작물에의 영향 등의 문제가 경감된, 안전성이 높고, 제초제의 유효성분으로서 유용한 화학물질을 제공하는 것이다.An object of the present invention is to produce a chemical substance useful as an active ingredient of a herbicide with high safety, which reliably shows an effect against various weeds in a lower dose, and reduces problems such as soil contamination and influence on crops. will provide

본 발명자들은, 상기의 과제해결을 목표로 예의 연구를 거듭한 결과, 하기 식(1)로 표시되는 신규한 피리다지논 화합물이 제초제로서 우수한 제초활성 그리고 대상이 되는 작물에 대한 높은 안전성을 갖고, 또한, 포유동물, 어류, 유용곤충 및 천적 등의 비표적 생물에 대하여 거의 악영향이 없는, 매우 유용한 화합물인 것을 발견하여, 본 발명을 완성하였다.The present inventors, as a result of repeated intensive research aimed at solving the above problems, the novel pyridazinone compound represented by the following formula (1) has excellent herbicidal activity as a herbicide and high safety for target crops, In addition, it was found that it is a very useful compound having little adverse effect on non-target organisms such as mammals, fish, useful insects and natural enemies, and thus the present invention has been completed.

즉, 본 발명은 하기 〔1〕~〔152〕에 관한 것이다.That is, the present invention relates to the following [1] to [152].

〔1〕〔One〕

식(1): Equation (1):

[화학식 1][Formula 1]

[식 중, W¹은, 산소원자 또는 황원자를 나타내고,[Wherein, W ¹ represents an oxygen atom or a sulfur atom,

X는, 산소원자 또는 황원자를 나타내고,X represents an oxygen atom or a sulfur atom,

Z¹은, 할로겐원자, C₁~C₆알킬, C₂~C₆알케닐, C₂~C₆알키닐, C₃~C₆시클로알킬, R²²로 치환된 (C₁~C₆)알킬, R¹⁹로 치환된 (C₂~C₆)알키닐, R⁴⁴로 치환된 (C₃~C₆)시클로알킬, 페닐, (Z⁴)_p5c로 치환된 페닐, Q-2, Q-3, Q-4, Q-5, Q-6, Q-7, Q-10, Q-11, Q-12, Q-13, -NR¹⁵R¹⁶, -OR³⁵, -S(O)_r1R³⁶, -CN, -NO₂, -C(O)OH, -C(=W³)R²⁰ 또는 -N=C(C₆H₅)₂를 나타내고, n이 2 이상의 정수를 나타내는 경우에는, 각각의 Z¹은 서로 동일할 수도 또는 서로 상이할 수도 있고, Z ¹ is a halogen atom, C ₁ -C ₆ alkyl, C ₂ -C ₆ alkenyl, C ₂ -C ₆ alkynyl, C ₃ -C ₆ cycloalkyl, R ²² substituted with (C ₁ -C ₆ ) Alkyl, (C ₂ -C ₆ )alkynyl ^{substituted with R 19} , (C ₃ -C ₆ ^{)cycloalkyl substituted with R 44} , phenyl, (Z ⁴ ) _{phenyl substituted with p5c} , Q-2, Q- 3, Q-4, Q-5, Q-6, Q-7, Q-10, Q-11, Q-12, Q-13, -NR ¹⁵ R ¹⁶ , -OR ³⁵ , -S(O) _r1 R ³⁶ , -CN, -NO ₂ , -C(O)OH, -C(=W ³ )R ²⁰ or -N=C(C ₆ H ₅ ) _{2 When} n represents an integer of 2 or more , each Z ¹ may be the same as or different from each other,

G는, 수소원자, C₁~C₆알킬, R⁴로 치환된 (C₁~C₆)알킬, -C(=W⁴)R⁵ 또는 -S(O)₂R⁶을 나타내고,G represents a hydrogen atom, C ₁ -C ₆ alkyl, (C ₁ _{-C 6} ^{)alkyl substituted with R 4} , -C(=W ⁴ )R ⁵ or -S(O) ₂ R ⁶ ,

R¹은, 수소원자, C₁~C₆알킬, C₃~C₆알케닐, C₃~C₆알키닐 또는 R³⁴로 치환된 C₁~C₆알킬을 나타내고,R ¹ represents a hydrogen atom, C ₁ -C ₆ alkyl, C ₃ -C ₆ alkenyl, C ₃ -C ₆ alkynyl or _{C 1} -C ₆ alkyl substituted with ^{R 34 ,}

R²는, 수소원자, 할로겐원자, C₁~C₆알킬, C₁~C₆알콕시, C₃~C₆시클로알킬 또는 -NR³⁰R³¹을 나타내고,R ² represents a hydrogen atom, a halogen atom, C ₁ to C ₆ alkyl, C ₁ to C ₆ alkoxy, C ₃ to C ₆ cycloalkyl or —NR ³⁰ R ³¹ ;

R³은, D-1, D-2, D-3, D-4, D-5, D-6, D-7, D-8, D-9, D-10, D-11, D-12, D-13, D-14, D-15, D-16, D-17, D-18, D-19, D-20, D-21, D-22, D-23, D-24, D-25, D-26, D-27, D-28, D-29, D-30, D-31, D-32, D-33, D-34, D-35, D-36, D-37, D-38, D-39, D-40, D-41, D-42, D-43, D-44, D-45, D-46, D-47, D-48, D-49, D-50, D-51, D-52, D-53, D-54, D-55 또는 D-56을 나타내고,R ³ is, D-1, D-2, D-3, D-4, D-5, D-6, D-7, D-8, D-9, D-10, D-11, D- 12, D-13, D-14, D-15, D-16, D-17, D-18, D-19, D-20, D-21, D-22, D-23, D-24, D-25, D-26, D-27, D-28, D-29, D-30, D-31, D-32, D-33, D-34, D-35, D-36, D- 37, D-38, D-39, D-40, D-41, D-42, D-43, D-44, D-45, D-46, D-47, D-48, D-49, D-50, D-51, D-52, D-53, D-54, D-55 or D-56;

D-1, D-2, D-3, D-4, D-5, D-6, D-7, D-8, D-9, D-10, D-11, D-12, D-13, D-14, D-15, D-16, D-17, D-18, D-19, D-20, D-21, D-22, D-23, D-24, D-25, D-26, D-27, D-28, D-29, D-30, D-31, D-32, D-33, D-34, D-35, D-36, D-37, D-38, D-39, D-40, D-41, D-42, D-43, D-44, D-45, D-46, D-47, D-48, D-49, D-50, D-51, D-52, D-53, D-54, D-55 및 D-56은 각각 하기의 구조를 나타내고,D-1, D-2, D-3, D-4, D-5, D-6, D-7, D-8, D-9, D-10, D-11, D-12, D- 13, D-14, D-15, D-16, D-17, D-18, D-19, D-20, D-21, D-22, D-23, D-24, D-25, D-26, D-27, D-28, D-29, D-30, D-31, D-32, D-33, D-34, D-35, D-36, D-37, D- 38, D-39, D-40, D-41, D-42, D-43, D-44, D-45, D-46, D-47, D-48, D-49, D-50, D-51, D-52, D-53, D-54, D-55 and D-56 each represent the following structures,

[화학식 2][Formula 2]

[화학식 3][Formula 3]

한편, Y¹의 치환위치는 D-1 내지 D-56의 방향족환 상에 치환되어 있는 것을 나타내고, Y³은, D-19, D-20, D-21, D-22, D-24, D-29, D-30, D-31 또는 D-32의 지방족환 상에 치환되어 있는 것을 나타내고,On the other hand, ^{the substitution position of Y 1} represents that it is substituted on the aromatic ring of D-1 to D-56, and Y ³ is D-19, D-20, D-21, D-22, D-24, represents substituted on the aliphatic ring of D-29, D-30, D-31 or D-32,

Y¹은, 수소원자, 할로겐원자, C₁~C₆알킬, C₂~C₆알케닐, C₂~C₆알키닐, C₃~C₆시클로알킬, C₂~C₆할로알케닐, C₂~C₆할로알키닐, R¹⁰으로 치환된 (C₁~C₆)알킬, R⁴⁴로 치환된 C₃~C₆시클로알킬, -OR¹¹, -S(O)_r2R³⁸, -NR⁸R⁹, -CN, -NO₂, -C(O)OH, -C(=W²)R¹³, 페닐, (Z⁴)_p5c로 치환된 페닐, 트리(C₁~C₆알킬)실릴, Q-6, Q-7, Q-10, Q-11, Q-12 또는 Q-13을 나타내고, p7, p6, p5, p4, p3 또는 p2가 2 이상의 정수를 나타내는 경우는, 각각의 Y¹은 서로 동일할 수도 또는 서로 상이할 수도 있고,Y ¹ is a hydrogen atom, a halogen atom, C ₁ -C ₆ alkyl, C ₂ -C ₆ alkenyl, C ₂ -C ₆ alkynyl, C ₃ -C ₆ cycloalkyl, C ₂ -C ₆ haloalkenyl, C ₂ -C ₆ Haloalkynyl, (C ₁ -C ₆ )alkyl ^{substituted with R 10} _{, C 3} -C ₆ cycloalkyl substituted with ^{R 44} , -OR ¹¹ , -S(O) _r2 R ³⁸ , - NR ⁸ R ⁹ , -CN, -NO ₂ , -C(O)OH, -C(=W ² )R ¹³ , phenyl, ^{phenyl substituted with (Z 4} ) _p5c , tri(C ₁ -C ₆ alkyl) silyl, Q-6, Q-7, Q-10, Q-11, Q-12 or Q-13, and when p7, p6, p5, p4, p3 or p2 represents an integer of 2 or more, each Y ¹ may be the same as or different from each other,

R⁴는, 할로겐원자, -CN, C₂~C₆알케닐, C₂~C₆할로알케닐, C₂~C₆알키닐, C₂~C₆할로알키닐, C₃~C₆시클로알킬, R⁴⁴로 치환된 (C₃~C₆)시클로알킬, -OR²⁴, -S(O)_r4R⁵⁴, -C(O)R²³, 페닐, (Z⁴)_p5c로 치환된 페닐, U-1, U-2, U-3, U-4, U-5, U-9, U-11, U-12, U-13, U-14, U-15, U-16, U-17, U-18, U-19, U-20, U-21, U-22, U-23, U-24, U-25, U-26, U-27, U-28, U-29, U-30, U-31, U-32, U-33, U-34, U-35, Q-1, Q-2, Q-3, Q-4, Q-5, Q-6, Q-7, Q-8, Q-9, Q-10, Q-11, Q-12, Q-13, Q-14, Q-15, Q-16, Q-17, Q-18, Q-19, Q-20, Q-21, Q-22, Q-23, Q-24, Q-25, Q-26, Q-27, Q-28, Q-29, Q-30, Q-31, Q-32, Q-33, Q-34, Q-35 또는 Q-36을 나타내고,R ⁴ is a halogen atom, -CN, C ₂ -C ₆ alkenyl, C ₂ -C ₆ haloalkenyl, C ₂ -C ₆ alkynyl, C ₂ -C ₆ haloalkynyl, C ₃ -C ₆ cyclo Alkyl, (C ₃ -C ₆ )cycloalkyl ^{substituted with R 44} ^{, -OR 24} , -S(O) _r4 R ⁵⁴ , -C(O)R ²³ , phenyl, phenyl substituted with ^{(Z 4} ) _{p5c ,} U-1, U-2, U-3, U-4, U-5, U-9, U-11, U-12, U-13, U-14, U-15, U-16, U- 17, U-18, U-19, U-20, U-21, U-22, U-23, U-24, U-25, U-26, U-27, U-28, U-29, U-30, U-31, U-32, U-33, U-34, U-35, Q-1, Q-2, Q-3, Q-4, Q-5, Q-6, Q- 7, Q-8, Q-9, Q-10, Q-11, Q-12, Q-13, Q-14, Q-15, Q-16, Q-17, Q-18, Q-19, Q-20, Q-21, Q-22, Q-23, Q-24, Q-25, Q-26, Q-27, Q-28, Q-29, Q-30, Q-31, Q- 32, Q-33, Q-34, Q-35 or Q-36;

R⁵는, C₁~C₆알킬, R²⁶으로 치환된 (C₁~C₆)알킬, C₂~C₆알케닐, C₂~C₆할로알케닐, C₂~C₆알키닐, C₂~C₆할로알키닐, C₁~C₆알콕시, -OR⁵⁸, -SR⁵⁹, C₃~C₆시클로알킬, R⁴⁴로 치환된 (C₃~C₆)시클로알킬, -NR⁵⁶R⁵⁷, U-1, U-2, U-3, U-4, U-5, U-6, U-7, U-8, U-9, U-10, U-11, U-12, U-13, U-14, U-15, U-16, U-17, U-18, U-19, U-20, U-21, U-22, U-23, U-24, U-25, U-26, U-27, U-28, U-29, U-30, U-31, U-32, U-33, U-34, U-35, Q-1, Q-2, Q-3, Q-4, Q-5, Q-7, Q-8, Q-9, Q-10, Q-14, Q-15, Q-16, Q-17, Q-18, Q-19, Q-20, Q-21, Q-22, Q-23, Q-24, Q-25, Q-26, Q-27, Q-28, Q-29, Q-30, Q-31, Q-32, Q-33, Q-34, Q-35, Q-36, Q-37, Q-38, Q-39, Q-40, 페닐, (Z²)_p5a로 치환된 페닐 또는 -C(O)R⁵³을 나타내고,R ⁵ is, C ₁ -C ₆ alkyl, R ²⁶ substituted (C ₁ -C ₆ )alkyl, C ₂ -C ₆ alkenyl, C ₂ -C ₆ haloalkenyl, C ₂ -C ₆ alkynyl, C ₂ -C ₆ Haloalkynyl, C ₁ -C ₆ Alkoxy, -OR ⁵⁸ , -SR ⁵⁹ , C ₃ -C ₆ Cycloalkyl, (C ₃ -C ₆ )cycloalkyl ^{substituted with R 44} ^{, -NR 56} R ⁵⁷ , U-1, U-2, U-3, U-4, U-5, U-6, U-7, U-8, U-9, U-10, U-11, U-12 , U-13, U-14, U-15, U-16, U-17, U-18, U-19, U-20, U-21, U-22, U-23, U-24, U -25, U-26, U-27, U-28, U-29, U-30, U-31, U-32, U-33, U-34, U-35, Q-1, Q-2 , Q-3, Q-4, Q-5, Q-7, Q-8, Q-9, Q-10, Q-14, Q-15, Q-16, Q-17, Q-18, Q -19, Q-20, Q-21, Q-22, Q-23, Q-24, Q-25, Q-26, Q-27, Q-28, Q-29, Q-30, Q-31 , Q-32, Q-33, Q-34, Q-35, Q-36, Q-37, Q-38, Q-39, Q-40, phenyl, (Z ² ) phenyl substituted with _{p5a or -} Represent C(O)R ⁵³ ,

R⁶은, C₁~C₆알킬, C₁~C₆할로알킬, 페닐, (Z²)_p5a로 치환된 페닐, U-6, U-7, U-8, Q-10 또는 -NR²⁸R²⁹를 나타내고,R ⁶ is C ₁ -C ₆ alkyl, C ₁ -C ₆ haloalkyl, phenyl, (Z ² ) _{phenyl substituted with p5a} , U-6, U-7, U-8, Q-10 or -NR ²⁸ Represent R ²⁹ ,

R⁷은, 수소원자, C₁~C₆알킬, C₃~C₆알케닐, C₃~C₆알키닐, C₁~C₆할로알킬, C₁~C₆알콕시(C₁~C₂)알킬, C₁~C₆알킬티오(C₁~C₂)알킬, C₃~C₆시클로알킬(C₁~C₂)알킬, 벤질 또는 (Z⁴)_p5c로 치환된 벤질을 나타내고,R ⁷ is a hydrogen atom, C ₁ -C ₆ alkyl, C ₃ -C ₆ alkenyl, C ₃ -C ₆ alkynyl, C ₁ -C ₆ haloalkyl, C ₁ -C ₆ alkoxy (C ₁ -C ₂ )alkyl, C ₁ -C ₆ alkylthio(C ₁ -C ₂ )alkyl, C ₃ -C ₆ cycloalkyl(C ₁ -C ₂ )alkyl, benzyl or benzyl substituted with ^{(Z 4} ) _p5c,

R⁸ 및 R⁹는, 각각 독립적으로 수소원자 또는 C₁~C₆알킬을 나타내고,R ⁸ and R ⁹ each independently represents a hydrogen atom or C ₁ -C ₆ alkyl,

R¹⁰은, 할로겐원자, -OR⁴⁰, -S(O)_r3R⁴¹, -CN, C₃-C₆시클로알킬, R⁴⁴로 치환된 (C₃~C₆)시클로알킬, Q-6, Q-7, Q-10, Q-11, Q-12 또는 Q-13을 나타내고,R ¹⁰ is a halogen atom, -OR ⁴⁰ , -S(O) _r3 R ⁴¹ , -CN, C ₃ -C ₆ cycloalkyl, (C ₃ -C ₆ ^{)cycloalkyl substituted with R 44} , Q-6, Represent Q-7, Q-10, Q-11, Q-12 or Q-13,

R¹¹은, 수소원자, C₁~C₆알킬, R¹²로 치환된 (C₁~C₆)알킬, C₃~C₆시클로알킬, R⁴⁴로 치환된 (C₃~C₆)시클로알킬, 페닐, (Z⁴)_p5c로 치환된 페닐, 트리(C₁~C₄알킬)실릴, C₁~C₆알킬카르보닐, C₁~C₆알콕시카르보닐, C₁~C₆알킬설포닐, C₁~C₆할로알킬설포닐, -C(=W²)R¹³, -S(O)_r5R⁴⁹, U-1, U-2, U-3, U-4, U-5, U-12, U-14, U-15, U-16, Q-17, Q-18, Q-19 또는 Q-20을 나타내고,R ¹¹ is a hydrogen atom, C ₁ -C ₆ alkyl, (C ₁ -C ₆ )alkyl ^{substituted with R 12} _{, C 3} -C ₆ cycloalkyl, (C ₃ -C ₆ )cycloalkyl ^{substituted with R 44} , phenyl, (Z ⁴ ) _{phenyl substituted with p5c} , tri(C ₁ ~C ₄ alkyl)silyl, C ₁ ~C ₆ alkylcarbonyl, C ₁ ~C ₆ alkoxycarbonyl, C ₁ ~C ₆ alkylsulfonyl , C ₁ _{-C 6} Haloalkylsulfonyl, -C(=W ² )R ¹³ , -S(O) _r5 R ⁴⁹ , U-1, U-2, U-3, U-4, U-5, U-12, U-14, U-15, U-16, Q-17, Q-18, Q-19 or Q-20;

R¹²는, 할로겐원자, C₂~C₆알케닐, C₂~C₆할로알케닐, C₂~C₆알키닐, C₂~C₆할로알키닐, C₃~C₆시클로알킬, R⁴⁵로 치환된 (C₃~C₆)시클로알킬, -OR⁴⁸, -S(O)_r5R⁴⁹, -CN, 페닐, (Z³)_p5b로 치환된 페닐, -C(=W²)R¹³, U-1, U-2, U-3, U-4, U-5, U-9, U-10, U-11, U-12, U-13, U-14, U-15, U-16, U-17, U-18, U-19, U-20, U-21, U-22, U-23, U-24, U-25, U-26, U-27, U-28, U-29, U-30, U-31, U-32, U-33, U-34, U-35, Q-1, Q-2, Q-3, Q-4, Q-5, Q-6, Q-7, Q-8, Q-9, Q-10, Q-11, Q-12, Q-13, Q-14, Q-15, Q-16, Q-17, Q-18, Q-19, Q-20, Q-21, Q-22, Q-23, Q-24, Q-25, Q-26, Q-27, Q-28, Q-29, Q-30, Q-31, Q-32, Q-33, Q-34, Q-35, Q-36 또는 -ON=CR⁴²R⁴³을 나타내고,R ¹² is a halogen atom, C ₂ -C ₆ alkenyl, C ₂ -C ₆ haloalkenyl, C ₂ -C ₆ alkynyl, C ₂ -C ₆ haloalkynyl, C ₃ -C ₆ cycloalkyl, R (C ₃ -C ₆ )cycloalkyl ^{substituted with 45} ^{, -OR 48} , -S(O) _r5 R ⁴⁹ , -CN, phenyl, ^{phenyl substituted with (Z 3} ) _p5b , -C(=W ² )R ¹³ , U-1, U-2, U-3, U-4, U-5, U-9, U-10, U-11, U-12, U-13, U-14, U-15, U-16, U-17, U-18, U-19, U-20, U-21, U-22, U-23, U-24, U-25, U-26, U-27, U- 28, U-29, U-30, U-31, U-32, U-33, U-34, U-35, Q-1, Q-2, Q-3, Q-4, Q-5, Q-6, Q-7, Q-8, Q-9, Q-10, Q-11, Q-12, Q-13, Q-14, Q-15, Q-16, Q-17, Q- 18, Q-19, Q-20, Q-21, Q-22, Q-23, Q-24, Q-25, Q-26, Q-27, Q-28, Q-29, Q-30, Represent Q-31, Q-32, Q-33, Q-34, Q-35, Q-36 or -ON=CR ⁴² R ⁴³ ,

Q-1, Q-2, Q-3, Q-4, Q-5, Q-6, Q-7, Q-8, Q-9, Q-10, Q-11, Q-12, Q-13, Q-14, Q-15, Q-16, Q-17, Q-18, Q-19, Q-20, Q-21, Q-22, Q-23, Q-24, Q-25, Q-26, Q-27, Q-28, Q-29, Q-30, Q-31, Q-32, Q-33, Q-34, Q-35, Q-36, Q-37, Q-38, Q-39 및 Q-40은, 각각 하기의 구조를 나타내고,Q-1, Q-2, Q-3, Q-4, Q-5, Q-6, Q-7, Q-8, Q-9, Q-10, Q-11, Q-12, Q- 13, Q-14, Q-15, Q-16, Q-17, Q-18, Q-19, Q-20, Q-21, Q-22, Q-23, Q-24, Q-25, Q-26, Q-27, Q-28, Q-29, Q-30, Q-31, Q-32, Q-33, Q-34, Q-35, Q-36, Q-37, Q- 38, Q-39 and Q-40 each represent the following structure,

[화학식 4][Formula 4]

한편, Y²의 치환위치는 Q-1 내지 Q-40의 방향족환 상에 치환되어 있는 것을 나타내고,On the other hand, ^{the substitution position of Y 2} represents that it is substituted on the aromatic ring of Q-1 to Q-40,

U-1, U-2, U-3, U-4, U-5, U-6, U-7, U-8, U-9, U-10, U-11, U-12, U-13, U-14, U-15, U-16, U-17, U-18, U-19, U-20, U-21, U-22, U-23, U-24, U-25, U-26, U-27, U-28, U-29, U-30, U-31, U-32, U-33, U-34 및 U-35는, 각각 하기의 구조를 나타내고,U-1, U-2, U-3, U-4, U-5, U-6, U-7, U-8, U-9, U-10, U-11, U-12, U- 13, U-14, U-15, U-16, U-17, U-18, U-19, U-20, U-21, U-22, U-23, U-24, U-25, U-26, U-27, U-28, U-29, U-30, U-31, U-32, U-33, U-34 and U-35 each represent the following structures,

[화학식 5][Formula 5]

R¹³은, 수소원자, C₁~C₆알킬, C₁~C₆알콕시, C₁~C₆알킬아미노, 디(C₁~C₆)알킬아미노, C₁~C₆할로알킬아미노, C₁~C₆알킬티오, C₁~C₆할로알킬티오 또는 -NH₂를 나타내고,R ¹³ is a hydrogen atom, C ₁ -C ₆ alkyl, C ₁ -C ₆ alkoxy, C ₁ -C ₆ alkylamino, di(C ₁ -C ₆ )alkylamino, C ₁ -C ₆ haloalkylamino, C ₁ ~ C ₆ Alkylthio, C ₁ ~ C ₆ Represents a haloalkylthio or -NH ₂ ,

R¹⁴는, 할로겐원자, C₂~C₆알케닐, C₂~C₆알키닐, C₃~C₆시클로알킬, C₂~C₆할로알케닐, C₂~C₆할로알키닐, R⁴⁵로 치환된 (C₃~C₆)시클로알킬, C₁~C₆알콕시, C₁~C₆알킬티오, C₁~C₆알킬설피닐, C₁~C₆알킬설포닐, C₁~C₆할로알콕시, C₁~C₆할로알킬티오, C₁~C₆할로알킬설피닐, C₁~C₆할로알킬설포닐, 페닐, (Z⁴)_p5c로 치환된 페닐, -CN, U-1, U-2, U-3, U-9, U-10, U-11, U-12, U-13, U-14, U-15, U-16, U-17, U-18, U-19, U-20, U-21, U-22, U-23, U-24, U-25, U-26, U-27, U-28, U-29, U-30, U-31, U-32, U-33, U-34, U-35, Q-1, Q-2, Q-3, Q-4, Q-5, Q-6, Q-7, Q-8, Q-9, Q-10, Q-11, Q-12, Q-13, Q-14, Q-15, Q-16, Q-17, Q-18, Q-19, Q-20, Q-21, Q-22, Q-23, Q-24, Q-25, Q-26, Q-27, Q-28, Q-29, Q-30, Q-31, Q-32, Q-33, Q-34, Q-35 또는 Q-36을 나타내고, R ¹⁴ is a halogen atom, C ₂ -C ₆ alkenyl, C ₂ -C ₆ alkynyl, C ₃ -C ₆ cycloalkyl, C ₂ -C ₆ haloalkenyl, C ₂ -C ₆ haloalkynyl, R (C ₃ ~C ₆ )cycloalkyl ^{substituted with 45} _{, C 1} ~C ₆ alkoxy, C ₁ ~C ₆ alkylthio, C ₁ ~C ₆ alkylsulfinyl, C ₁ ~C ₆ alkylsulfonyl, C ₁ ~ C ₆ haloalkoxy, C ₁ -C ₆ haloalkylthio, C ₁ -C ₆ haloalkylsulfinyl, C ₁ -C ₆ haloalkylsulfonyl, phenyl, (Z ⁴ ) _p5c substituted phenyl, -CN, U -1, U-2, U-3, U-9, U-10, U-11, U-12, U-13, U-14, U-15, U-16, U-17, U-18 , U-19, U-20, U-21, U-22, U-23, U-24, U-25, U-26, U-27, U-28, U-29, U-30, U -31, U-32, U-33, U-34, U-35, Q-1, Q-2, Q-3, Q-4, Q-5, Q-6, Q-7, Q-8 , Q-9, Q-10, Q-11, Q-12, Q-13, Q-14, Q-15, Q-16, Q-17, Q-18, Q-19, Q-20, Q -21, Q-22, Q-23, Q-24, Q-25, Q-26, Q-27, Q-28, Q-29, Q-30, Q-31, Q-32, Q-33 Represent Q-34, Q-35 or Q-36,

R¹⁵ 및 R¹⁶은 각각 독립적으로, 수소원자, C₁-C₆알킬, -C(O)R¹⁷ 또는 -S(O)₂R¹⁸을 나타내고,R ¹⁵ and R ¹⁶ each independently represent a hydrogen atom, C ₁ -C ₆ alkyl, —C(O)R ¹⁷ or —S(O) ₂ R ¹⁸ ,

R¹⁷은, C₁~C₆알킬, C₁~C₆알콕시 또는 C₁~C₆알콕시(C₁~C₂)알킬을 나타내고,R ¹⁷ represents C ₁ -C ₆ alkyl, C ₁ -C ₆ alkoxy or C ₁ -C ₆ alkoxy(C ₁ -C ₂ )alkyl,

R¹⁸은, C₁~C₆알킬 또는 C₁~C₆할로알킬을 나타내고,R ¹⁸ represents C ₁ -C ₆ alkyl or C ₁ -C ₆ haloalkyl,

R¹⁹는, C₃~C₆시클로알킬 또는 트리(C₁~C₆알킬)실릴을 나타내고,R ¹⁹ represents C ₃ -C ₆ cycloalkyl or tri(C ₁ -C ₆ alkyl)silyl,

R²⁰은, 수소원자, C₁~C₆알킬 또는 C₁~C₆알콕시를 나타내고,R ²⁰ represents a hydrogen atom, C ₁ -C ₆ alkyl or C ₁ -C ₆ alkoxy;

R²¹은, 수소원자, C₁~C₆알킬, C₁~C₆할로알킬, C₁~C₆알콕시(C₁~C₂)알킬 또는 C₁~C₆알킬티오(C₁~C₂)알킬을 나타내고,R ²¹ is a hydrogen atom, C ₁ -C ₆ alkyl, C ₁ -C ₆ haloalkyl, C ₁ -C ₆ alkoxy (C ₁ -C ₂ )alkyl or C ₁ -C ₆ alkylthio (C ₁ -C _{2 )} ) represents alkyl,

R²²는, 할로겐원자, -OH, C₁~C₆알콕시, C₁~C₆할로알콕시, C₁~C₆알킬티오, C₁~C₆알킬설피닐, C₁~C₆알킬설포닐, C₁~C₆할로알킬티오, -CN 또는 Q-7을 나타내고,R ²² is a halogen atom, -OH, C ₁ -C ₆ alkoxy, C ₁ -C ₆ haloalkoxy, C ₁ -C ₆ alkylthio, C ₁ -C ₆ alkylsulfinyl, C ₁ -C ₆ alkylsulfonyl , C ₁ -C ₆ Represent haloalkylthio, —CN or Q-7,

R²³은, C₁~C₆알킬, C₁~C₆알콕시, 디(C₁~C₆)알킬아미노, 페닐, (Z⁴)_p5c로 치환된 페닐, U-6, U-7 또는 U-8을 나타내고,R ²³ is C ₁ -C ₆ alkyl, C ₁ -C ₆ alkoxy, di(C ₁ -C ₆ )alkylamino, phenyl, ^{phenyl substituted with (Z 4} ) _p5c , U-6, U-7 or U represents -8,

R²⁴는, C₁~C₆알킬, C₁~C₆할로알킬, C₃~C₆알케닐, C₃~C₆할로알케닐, C₃~C₆알키닐, C₃~C₆할로알키닐, (C₁~C₆)알콕시(C₁~C₂)알킬, -C(O)R²⁵, -S(O)₂R³³, 페닐 또는 (Z⁴)_p5c로 치환된 페닐을 나타내고,R ²⁴ is, C ₁ -C ₆ alkyl, C ₁ -C ₆ haloalkyl, C ₃ -C ₆ alkenyl, C ₃ -C ₆ haloalkenyl, C ₃ -C ₆ alkynyl, C ₃ -C ₆ halo represents phenyl substituted with alkynyl, (C ₁ -C ₆ )alkoxy(C ₁ _{-C 2} )alkyl, -C(O)R ²⁵ , -S(O) ₂ R ³³ , phenyl or (Z ⁴ ) _p5c ,

R²⁵는, C₁~C₆알킬, C₁~C₆알콕시, 페닐, (Z⁴)_p5c로 치환된 페닐, 디(C₁~C₆)알킬아미노, U-6, U-7 또는 U-8을 나타내고,R ²⁵ is C ₁ -C ₆ alkyl, C ₁ -C ₆ alkoxy, phenyl, (Z ⁴ ) _p5c substituted phenyl, di(C ₁ -C ₆ )alkylamino, U-6, U-7 or U represents -8,

R²⁶은, 할로겐원자, C₁~C₆알콕시, C₁~C₆할로알콕시, C₁~C₆알킬티오, C₁~C₆알킬설피닐, C₁~C₆알킬설포닐, C₃~C₆시클로알킬, R⁴⁴로 치환된 (C₃~C₆)시클로알킬, -CN, -OR³², 페닐, (Z⁴)_p5c로 치환된 페닐, Q-2, Q-3, Q-4, Q-5, Q-6, Q-7, Q-8, Q-9, Q-10, Q-11, Q-12, Q-13, Q-14, Q-15, Q-16, Q-17, Q-18, Q-19, Q-20, Q-21, Q-22, Q-23, Q-24, Q-25, Q-26, Q-27, Q-28, Q-29, Q-30, Q-31, Q-32, Q-33, Q-34, Q-35, Q-36, U-1, U-2, U-3, U-4, U-5, U-9, U-10, U-11, U-12, U-13, U-14, U-15, U-16, U-17, U-18, U-19, U-20, U-21, U-22, U-23, U-24, U-25, U-26, U-27, U-28, U-29, U-30, U-31, U-32, U-33, U-34 또는 U-35를 나타내고,R ²⁶ is a halogen atom, C ₁ -C ₆ alkoxy, C ₁ -C ₆ haloalkoxy, C ₁ -C ₆ alkylthio, C ₁ -C ₆ alkylsulfinyl, C ₁ -C ₆ alkylsulfonyl, C ₃ -C ₆ cycloalkyl, (C ₃ -C ₆ ^{)cycloalkyl substituted with R 44} , -CN, -OR ³² , phenyl, (Z ⁴ ) _{phenyl substituted with p5c} , Q-2, Q-3, Q- 4, Q-5, Q-6, Q-7, Q-8, Q-9, Q-10, Q-11, Q-12, Q-13, Q-14, Q-15, Q-16, Q-17, Q-18, Q-19, Q-20, Q-21, Q-22, Q-23, Q-24, Q-25, Q-26, Q-27, Q-28, Q- 29, Q-30, Q-31, Q-32, Q-33, Q-34, Q-35, Q-36, U-1, U-2, U-3, U-4, U-5, U-9, U-10, U-11, U-12, U-13, U-14, U-15, U-16, U-17, U-18, U-19, U-20, U- 21, U-22, U-23, U-24, U-25, U-26, U-27, U-28, U-29, U-30, U-31, U-32, U-33, represents U-34 or U-35,

R²⁷은, 할로겐원자, C₂~C₆알케닐, C₂~C₆알키닐, C₁~C₆알콕시, C₁~C₆할로알콕시, C₃~C₆시클로알킬, C₃~C₆할로시클로알킬, C₁~C₆알킬티오, C₁~C₆할로알킬티오, -CN, 페닐, (Z³)_p5b로 치환된 페닐은 9-플루오레닐, Q-2, Q-3, Q-4, Q-5, Q-17, U-1, U-2, U-3, U-4, U-5, U-9, U-10, U-11, U-12, U-13, U-14, U-15, U-16, U-17, U-18, U-19, U-20, U-21, U-22, U-23, U-24, U-25, U-26, U-27, U-28, U-29, U-30, U-31, U-32, U-33, U-34 또는 U-35를 나타내고,R ²⁷ is a halogen atom, C ₂ -C ₆ alkenyl, C ₂ -C ₆ alkynyl, C ₁ -C ₆ alkoxy, C ₁ -C ₆ haloalkoxy, C ₃ -C ₆ cycloalkyl, C ₃ -C ₆ halocycloalkyl, C ₁ -C ₆ alkylthio, C ₁ -C ₆ haloalkylthio, -CN, phenyl, (Z ³ ) _{phenyl substituted with p5b} is 9-fluorenyl, Q-2, Q-3 , Q-4, Q-5, Q-17, U-1, U-2, U-3, U-4, U-5, U-9, U-10, U-11, U-12, U -13, U-14, U-15, U-16, U-17, U-18, U-19, U-20, U-21, U-22, U-23, U-24, U-25 , U-26, U-27, U-28, U-29, U-30, U-31, U-32, U-33, U-34 or U-35,

R²⁸ 및 R²⁹는 각각 독립적으로, 수소원자 또는 C₁~C₆알킬을 나타내고,R ²⁸ and R ²⁹ each independently represent a hydrogen atom or C ₁ -C ₆ alkyl,

R³⁰ 및 R³¹은 각각 독립적으로, 수소원자, C₁~C₆알킬 또는 벤질을 나타내고,R ³⁰ and R ³¹ each independently represent a hydrogen atom, C ₁ -C ₆ alkyl or benzyl,

R³²는, 페닐, (Z⁴)_p5c로 치환된 페닐 또는 Q-17을 나타내고,R ³² represents phenyl, (Z ⁴ ) _{phenyl substituted with p5c} or Q-17,

R³³은, C₁~C₆알킬, C₁~C₆할로알킬 또는 디(C₁~C₆알킬)아미노를 나타내고,R ³³ represents C ₁ -C ₆ alkyl, C ₁ -C ₆ haloalkyl or di(C ₁ -C ₆ alkyl)amino;

R³⁴는, 할로겐원자, C₁~C₆알콕시, 페닐 또는 -CN을 나타내고,R ³⁴ represents a halogen atom, C ₁ -C ₆ alkoxy, phenyl or —CN;

R³⁵는, 수소원자, C₁~C₆알킬, C₃~C₆시클로알킬, R¹⁴로 치환된 (C₁~C₆)알킬, R⁴⁴로 치환된 (C₁~C₆)시클로알킬 또는 -S(O)₂R³³을 나타내고,R ³⁵ is a hydrogen atom, C ₁ ~ C ₆ alkyl, C ₃ ~ C ₆ cycloalkyl, substituted with ^{_{_{R 14 (C 1 ~ C 6}}} ) alkyl, (C ₁ ~ C ₆₎ cycloalkyl substituted by R ⁴⁴ or -S(O) ₂ R ³³ ,

R³⁶은, C₁~C₆알킬, R³⁷로 치환된 (C₁~C₆)알킬, C₃~C₆시클로알킬 또는 R⁴⁴로 치환된 (C₁~C₆)시클로알킬을 나타내고,R ³⁶ represents C ₁ -C ₆ alkyl, (C ₁ -C ₆ )alkyl ^{substituted with R 37} _{, C 3} -C ₆ cycloalkyl or (C ₁ -C ₆ )cycloalkyl ^{substituted with R 44 ,}

R³⁷은, 할로겐원자, C₂~C₆알케닐, C₂~C₆할로알케닐, C₂~C₆알키닐, C₂~C₆할로알키닐, C₃~C₆시클로알킬, C₃~C₆할로시클로알킬, C₁~C₆알콕시, C₁~C₆할로알콕시, C₁~C₆알킬티오, C₁~C₆할로알킬티오, C₁~C₆알킬설피닐, C₁~C₆할로알킬설피닐, C₁~C₆알킬설포닐, C₁~C₆할로알킬설포닐, 페닐, (Z⁴)_p5c로 치환된 페닐, -CN, U-1, U-2, U-3, U-9, U-10, U-11, U-12, U-13, U-14, U-15, U-16, U-17, U-18, U-19, U-20, U-21, U-22, U-23, U-24, U-25, U-26, U-27, U-28, U-29, U-30, U-31, U-32, U-33, U-34, U-35, Q-1, Q-2, Q-3, Q-4, Q-5, Q-6, Q-7, Q-8, Q-9, Q-10, Q-11, Q-12, Q-13, Q-14, Q-15, Q-16, Q-17, Q-18, Q-19, Q-20, Q-21, Q-22, Q-23, Q-24, Q-25, Q-26, Q-27, Q-28, Q-29, Q-30, Q-31 또는 C₁~C₁₀알콕시카르보닐을 나타내고,R ³⁷ is a halogen atom, C ₂ -C ₆ alkenyl, C ₂ -C ₆ haloalkenyl, C ₂ -C ₆ alkynyl, C ₂ -C ₆ haloalkynyl, C ₃ -C ₆ cycloalkyl, C ₃ ~C ₆ Halocycloalkyl, C ₁ ~C ₆ Alkoxy, C ₁ ~C ₆ Haloalkoxy, C ₁ ~C ₆ Alkylthio, C ₁ ~C ₆ Haloalkylthio, C ₁ ~C ₆ Alkylsulfinyl, C ₁ -C ₆ haloalkylsulfinyl, C ₁ -C ₆ alkylsulfonyl, C ₁ -C ₆ haloalkylsulfonyl, phenyl, (Z ⁴ ) _{phenyl substituted with p5c} , -CN, U-1, U-2 , U-3, U-9, U-10, U-11, U-12, U-13, U-14, U-15, U-16, U-17, U-18, U-19, U -20, U-21, U-22, U-23, U-24, U-25, U-26, U-27, U-28, U-29, U-30, U-31, U-32 , U-33, U-34, U-35, Q-1, Q-2, Q-3, Q-4, Q-5, Q-6, Q-7, Q-8, Q-9, Q -10, Q-11, Q-12, Q-13, Q-14, Q-15, Q-16, Q-17, Q-18, Q-19, Q-20, Q-21, Q-22 , Q-23, Q-24, Q-25, Q-26, Q-27, Q-28, Q-29, Q-30, Q-31 or C ₁ ~C ₁₀ Represent alkoxycarbonyl,

R³⁸은, C₁~C₆알킬, C₃~C₆알케닐, C₃~C₆알키닐, C₃~C₆시클로알킬, C₃~C₆할로알케닐, C₃~C₆할로알키닐, R³⁹로 치환된 (C₁~C₆)알킬, R⁴⁴로 치환된 (C₃~C₆)시클로알킬, U-1, U-2, U-4, U-5, U-6,U-7, U-8, U-12, U-14, U-15, U-16 또는 -NR⁶⁰R⁶¹을 나타내고,R ³⁸ is, C ₁ -C ₆ alkyl, C ₃ -C ₆ alkenyl, C ₃ -C ₆ alkynyl, C ₃ -C ₆ cycloalkyl, C ₃ -C ₆ haloalkenyl, C ₃ -C ₆ halo alkynyl, (C ₁ -C ₆ )alkyl ^{substituted with R 39} , (C ₃ -C ₆ ^{)cycloalkyl substituted with R 44} , U-1, U-2, U-4, U-5, U- 6,U-7, U-8, U-12, U-14, U-15, U-16 or -NR ⁶⁰ R ⁶¹ represents,

R³⁹는, 할로겐원자, C₃~C₆시클로알킬, R⁴⁴로 치환된 (C₃~C₆)시클로알킬, -OR⁵¹, -S(O)_r6R⁵², -C(=W²)R¹³, -CN, 페닐, (Z³)_p5b로 치환된 페닐, U-1, U-2, U-3, U-4, U-5, U-9, U-10, U-11, U-12, U-13, U-14, U-15, U-16, U-17, U-18, U-19, U-20, U-21, U-22, U-23, U-24, U-25, U-26, U-27, U-28, U-29, U-30, U-31, U-32, U-33, U-34, U-35, Q-1, Q-2, Q-3, Q-4, Q-5, Q-8, Q-9, Q-14, Q-15, Q-16, Q-17, Q-18, Q-19, Q-20, Q-21, Q-22, Q-23, Q-24, Q-25, Q-26, Q-27, Q-28, Q-29, Q-30, Q-31, Q-32, Q-33, Q-34, Q-35, Q-36 또는 -ON=CR⁴²R⁴³을 나타내고,R ³⁹ is a halogen atom, C ₃ -C ₆ cycloalkyl, (C ₃ -C ₆ )cycloalkyl ^{substituted with R 44} ^{, -OR 51} , -S(O) _r6 R ⁵² , -C(=W ² ) R ¹³ , -CN, phenyl, (Z ³ ) _{phenyl substituted with p5b} , U-1, U-2, U-3, U-4, U-5, U-9, U-10, U-11, U-12, U-13, U-14, U-15, U-16, U-17, U-18, U-19, U-20, U-21, U-22, U-23, U- 24, U-25, U-26, U-27, U-28, U-29, U-30, U-31, U-32, U-33, U-34, U-35, Q-1, Q-2, Q-3, Q-4, Q-5, Q-8, Q-9, Q-14, Q-15, Q-16, Q-17, Q-18, Q-19, Q- 20, Q-21, Q-22, Q-23, Q-24, Q-25, Q-26, Q-27, Q-28, Q-29, Q-30, Q-31, Q-32, Represent Q-33, Q-34, Q-35, Q-36 or -ON=CR ⁴² R ⁴³ ,

R⁴⁰은, 수소원자, C₁~C₆알킬, C₃~C₆알케닐, C₃~C₆알키닐, C₁~C₆할로알킬, C₃~C₆할로알케닐, C₃~C₆할로알키닐,R ⁴⁰ is a hydrogen atom, C ₁ ~ C ₆ alkyl, C ₃ ~ C ₆ alkenyl, C ₃ ~ C ₆ alkynyl, C ₁ ~ C ₆ haloalkyl, C ₃ ~ C ₆ haloalkenyl, C ₃ ~ C ₆ haloalkynyl,

C₃~C₆시클로알킬, R⁴⁶으로 치환된 (C₁~C₆)알킬, R⁴⁴로 치환된 (C₃~C₆)시클로알킬 또는 U-4를 나타내고,C ₃ ~ C ₆ cycloalkyl, substituted with ^{_{_{R 46 (C 1 ~ C 6}}} ) alkyl, (C ₃ ~ C ₆₎ represents a cycloalkyl or U-4 substituted with R ^44,

R⁴¹은, 수소원자, C₁~C₆알킬, C₃~C₆알케닐, C₃~C₆알키닐, C₁~C₆할로알킬, C₃~C₆할로알케닐, C₃~C₆할로알키닐, C₃~C₆시클로알킬, R⁴⁴로 치환된 (C₃~C₆)시클로알킬 또는 R⁴⁷로 치환된 (C₁~C₆)알킬을 나타내고,R ⁴¹ is a hydrogen atom, C ₁ to C ₆ alkyl, C ₃ to C ₆ alkenyl, C ₃ to C ₆ alkynyl, C ₁ to C ₆ haloalkyl, C ₃ to C ₆ haloalkenyl, C ₃ to C ₆ haloalkynyl, C ₃ -C ₆ cycloalkyl, (C ₃ -C ₆ )cycloalkyl ^{substituted with R 44} or (C ₁ -C ₆ )alkyl ^{substituted with R 47 ;}

R⁴² 및 R⁴³은 각각 독립적으로, 수소원자, C₁~C₆알킬, 페닐 또는 (Z⁴)_p5c로 치환된 페닐을 나타내거나, 혹은, R⁴²와 R⁴³이 결합하는 탄소원자와 하나가 되어 C₃~C₆시클로알킬을 형성하는 것을 나타내고,R ⁴² and R ⁴³ each independently represent a hydrogen atom, C ₁ to C ₆ alkyl, phenyl or phenyl substituted with ^{(Z 4} ) _p5c , or one of the carbon atoms to which ^{R 42} and R ^{43 are bonded} to form C ₃ -C ₆ cycloalkyl,

R⁴⁴는, 할로겐원자, C₁~C₆알킬 또는 -CN을 나타내고,R ⁴⁴ represents a halogen atom, C ₁ to C ₆ alkyl or —CN;

R⁴⁵는, 할로겐원자, C₁~C₆알킬 또는 -CN을 나타내고,R ⁴⁵ represents a halogen atom, C ₁ to C ₆ alkyl or —CN;

R⁴⁶은, C₁~C₆알콕시, C₁~C₆할로알콕시, C₁~C₆알킬티오, C₁~C₆할로알킬티오, C₁~C₆알킬설피닐, C₁~C₆할로알킬설피닐, C₁~C₆알킬설포닐, C₁~C₆할로알킬설포닐, C₃~C₆시클로알킬, R⁴⁴로 치환된 (C₃~C₆)시클로알킬, -CN, U-1, U-2, U-3, U-4, U-5, U-9, U-11, U-12, U-13, U-14, U-15, U-16, U-17, U-18, U-19, U-20, U-21, U-22, U-23, U-24, U-25, U-26, U-27, U-28, U-29, U-30, U-31, U-32, U-33, Q-1, Q-2, Q-3, Q-4, Q-5, Q-6, Q-7, Q-8, Q-9, Q-10, Q-11, Q-12, Q-13, Q-14, Q-15, Q-16, Q-17, Q-18, Q-19, Q-20, Q-21, Q-22, Q-23, Q-24, Q-25, Q-26, Q-27, Q-28, Q-29, Q-30, Q-31, Q-32, Q-33, Q-34, Q-35 또는 Q-36을 나타내고,R ⁴⁶ is, C ₁ -C ₆ alkoxy, C ₁ -C ₆ haloalkoxy, C ₁ -C ₆ alkylthio, C ₁ -C ₆ haloalkylthio, C ₁ -C ₆ alkylsulfinyl, C ₁ -C ₆ Haloalkylsulfinyl, C ₁ -C ₆ Alkylsulfonyl, C ₁ -C ₆ Haloalkylsulfonyl, C ₃ -C ₆ Cycloalkyl, (C ₃ -C ₆ ^{)cycloalkyl substituted with R 44} , -CN, U-1, U-2, U-3, U-4, U-5, U-9, U-11, U-12, U-13, U-14, U-15, U-16, U- 17, U-18, U-19, U-20, U-21, U-22, U-23, U-24, U-25, U-26, U-27, U-28, U-29, U-30, U-31, U-32, U-33, Q-1, Q-2, Q-3, Q-4, Q-5, Q-6, Q-7, Q-8, Q- 9, Q-10, Q-11, Q-12, Q-13, Q-14, Q-15, Q-16, Q-17, Q-18, Q-19, Q-20, Q-21, Q-22, Q-23, Q-24, Q-25, Q-26, Q-27, Q-28, Q-29, Q-30, Q-31, Q-32, Q-33, Q- 34, Q-35 or Q-36;

R⁴⁷은, C₁~C₆알콕시, C₁~C₆할로알콕시, C₁~C₆알킬티오, C₁~C₆할로알킬티오, C₁~C₆알킬설피닐, C₁~C₆할로알킬설피닐, C₁~C₆알킬설포닐, C₁~C₆할로알킬설포닐, C₃~C₆시클로알킬, R⁴⁴로 치환된 (C₃~C₆)시클로알킬, U-1, U-2, U-3, U-4, U-5, U-9, U-11, U-12, U-13, U-14, U-15, U-16, U-17, U-18, U-19, U-20, U-21, U-22, U-23, U-24, U-25, U-26, U-27, U-28, U-29, U-30, U-31, U-32, U-33, Q-1, Q-2, Q-3, Q-4, Q-5, Q-6, Q-7, Q-8, Q-9, Q-10, Q-11, Q-12, Q-13, Q-14, Q-15, Q-16, Q-17, Q-18, Q-19, Q-20, Q-21, Q-22, Q-23, Q-24, Q-25, Q-26, Q-27, Q-28, Q-29, Q-30, Q-31, Q-32, Q-33, Q-34, Q-35, Q-36 또는 -CN을 나타내고,R ⁴⁷ is, C ₁ -C ₆ alkoxy, C ₁ -C ₆ haloalkoxy, C ₁ -C ₆ alkylthio, C ₁ -C ₆ haloalkylthio, C ₁ -C ₆ alkylsulfinyl, C ₁ -C ₆ Haloalkylsulfinyl, C ₁ -C ₆ Alkylsulfonyl, C ₁ -C ₆ Haloalkylsulfonyl, C ₃ -C ₆ Cycloalkyl, (C ₃ -C ₆ ^{)cycloalkyl substituted with R 44} , U-1 , U-2, U-3, U-4, U-5, U-9, U-11, U-12, U-13, U-14, U-15, U-16, U-17, U -18, U-19, U-20, U-21, U-22, U-23, U-24, U-25, U-26, U-27, U-28, U-29, U-30 , U-31, U-32, U-33, Q-1, Q-2, Q-3, Q-4, Q-5, Q-6, Q-7, Q-8, Q-9, Q -10, Q-11, Q-12, Q-13, Q-14, Q-15, Q-16, Q-17, Q-18, Q-19, Q-20, Q-21, Q-22 , Q-23, Q-24, Q-25, Q-26, Q-27, Q-28, Q-29, Q-30, Q-31, Q-32, Q-33, Q-34, Q -35, Q-36 or -CN;

R⁴⁸은, 수소원자, C₁~C₆알킬, C₁~C₆할로알킬, C₃~C₆알케닐, C₃~C₆할로알케닐, C₃~C₆알키닐, C₃~C₆할로알키닐, C₃~C₆시클로알킬, R⁴⁴로 치환된 (C₃~C₆)시클로알킬, -C(O)R⁵⁰ 또는 -S(O)₂R³³을 나타내고,R ⁴⁸ is a hydrogen atom, C ₁ to C ₆ alkyl, C ₁ to C ₆ haloalkyl, C ₃ to C ₆ alkenyl, C ₃ to C ₆ haloalkenyl, C ₃ to C ₆ alkynyl, C ₃ to Represent C ₆ haloalkynyl, C ₃ -C ₆ cycloalkyl, (C ₃ _{-C 6} ^{)cycloalkyl substituted with R 44} , -C(O)R ⁵⁰ or -S(O) ₂ R ³³ ,

R⁴⁹는, C₁~C₆알킬, C₁~C₆할로알킬, C₃~C₆알케닐, C₃~C₆할로알케닐, C₃~C₆알키닐, C₃~C₆할로알키닐, C₃~C₆시클로알킬 또는 R⁴⁴로 치환된 (C₃~C₆)시클로알킬을 나타내고,R ⁴⁹ is, C ₁ -C ₆ alkyl, C ₁ -C ₆ haloalkyl, C ₃ -C ₆ alkenyl, C ₃ -C ₆ haloalkenyl, C ₃ -C ₆ alkynyl, C ₃ -C ₆ halo alkynyl, C ₃ -C ₆ cycloalkyl or (C ₃ -C ₆ )cycloalkyl ^{substituted with R 44 ;}

R⁵⁰은, C₁~C₆알킬, C₁~C₆알콕시 또는 디(C₁~C₆알킬)아미노를 나타내고,R ⁵⁰ represents C ₁ -C ₆ alkyl, C ₁ -C ₆ alkoxy or di(C ₁ -C ₆ alkyl)amino;

R⁵¹은, 수소원자, C₁~C₆알킬, C₃~C₆알케닐, C₃~C₆알키닐, C₁~C₆할로알킬, C₃~C₆할로알케닐 또는 C₃~C₆할로알키닐을 나타내고,R ⁵¹ is a hydrogen atom, C ₁ to C ₆ alkyl, C ₃ to C ₆ alkenyl, C ₃ to C ₆ alkynyl, C ₁ to C ₆ haloalkyl, C ₃ to C ₆ haloalkenyl or C ₃ to Represent C ₆ haloalkynyl,

R⁵²는,C₁~C₆알킬, C₃~C₆알케닐, C₃~C₆알키닐, C₁~C₆할로알킬, C₃~C₆할로알케닐, C₃~C₆할로알키닐 또는 C₃~C₆시클로알킬을 나타내고,R ⁵² is,C ₁ -C ₆ alkyl, C ₃ -C ₆ alkenyl, C ₃ -C ₆ alkynyl, C ₁ -C ₆ haloalkyl, C ₃ -C ₆ haloalkenyl, C ₃ -C ₆ haloalkynyl or C _{Represents 3} ~ C ₆ cycloalkyl,

R⁵³은, C₁~C₆알킬, C₁~C₆알콕시, 페닐 또는 (Z⁴)_p5c로 치환된 페닐을 나타내고,R ⁵³ represents C ₁ -C ₆ alkyl, C ₁ -C ₆ alkoxy, phenyl or phenyl substituted with ^{(Z 4} ) _p5c,

R⁵⁴는, C₁~C₆알킬, C₁~C₆할로알킬, C₃~C₆알케닐, C₃~C₆알키닐, 페닐 또는 (Z⁴)_p5c로 치환된 페닐을 나타내고,R ⁵⁴ represents C ₁ -C ₆ alkyl, C ₁ -C ₆ haloalkyl, C ₃ -C ₆ alkenyl, C ₃ -C ₆ alkynyl, phenyl or phenyl substituted with ^{(Z 4} ) _p5c,

R⁵⁵는, C₁~C₆알킬, C₁~C₆알콕시, -OH 또는 NR⁵⁶R⁵⁷을 나타내고,R ⁵⁵ represents C ₁ -C ₆ alkyl, C ₁ -C ₆ alkoxy, —OH or NR ⁵⁶ R ⁵⁷ ,

R⁵⁶ 및 R⁵⁷은 각각 독립적으로, 수소원자 또는 C₁~C₆알킬을 나타내고,R ⁵⁶ and R ⁵⁷ each independently represent a hydrogen atom or C ₁ -C ₆ alkyl,

R⁵⁸은, R²⁷로 치환된 (C₁~C₆)알킬, C₃~C₆시클로알킬, R⁴⁴로 치환된 (C₃~C₆)시클로알킬, 페닐 또는 (Z³)_p5b로 치환된 페닐을 나타내고,R ⁵⁸ is substituted with (C ₁ -C ₆ )alkyl ^{substituted with R 27} _{, C 3} -C ₆ cycloalkyl, (C ₃ -C ₆ ^{)cycloalkyl substituted with R 44} , phenyl or (Z ³ ) _p5b represents a phenyl,

R⁵⁹는, C₁~C₆알킬, C₁~C₆할로알킬, C₁~C₆알케닐, C₁~C₆알키닐, C₃~C₆시클로알킬, R⁴⁴로 치환된 (C₃~C₆)시클로알킬, 페닐 또는 (Z³)_p5b로 치환된 페닐을 나타내고,R ⁵⁹ is C ₁ -C ₆ alkyl, C ₁ -C ₆ haloalkyl, C ₁ -C ₆ alkenyl, C ₁ -C ₆ alkynyl, C ₃ -C ₆ cycloalkyl, R ⁴⁴ substituted with (C ₃ ~C ₆ ) cycloalkyl, phenyl or (Z ³ ) represents phenyl substituted with _p5b,

R⁶⁰, R⁶¹은, 각각 독립적으로, 수소원자, C₁~C₆알킬, C₁~C₆할로알킬, C₁~C₆알콕시(C₁~C₆)알킬, 페닐, (Z⁴)_p5c로 치환된 페닐, 벤질 또는 (Z⁴)_p5c로 치환된 벤질을 나타내고,R ⁶⁰ , R ⁶¹ are each independently a hydrogen atom, C ₁ -C ₆ alkyl, C ₁ -C ₆ haloalkyl, C ₁ -C ₆ alkoxy (C ₁ -C ₆ )alkyl, phenyl, (Z ⁴ ) _{phenyl substituted with p5c} , benzyl or (Z ⁴ ) benzyl substituted with _p5c,

R^N은, 수소원자 또는 C₁~C₆알킬을 나타내고,R ^N represents a hydrogen atom or C ₁ -C ₆ alkyl,

Y²는, 할로겐원자, C₁~C₆알킬, C₁~C₆할로알킬, C₁~C₆알콕시, C₁~C₆할로알콕시, C₁~C₆알킬티오, C₁~C₆할로알킬티오, -CN, -NH₂ 또는 -NO₂를 나타내고, q4, q3, q2가 2 이상의 정수를 나타내는 경우는, 각각의 Y²는 서로 동일할 수도, 상이할 수도 있고, Y ² is a halogen atom, C ₁ -C ₆ alkyl, C ₁ -C ₆ haloalkyl, C ₁ -C ₆ alkoxy, C ₁ -C ₆ haloalkoxy, C ₁ -C ₆ alkylthio, C ₁ -C ₆ represents haloalkylthio, -CN, -NH ₂ or -NO ₂ , and when q4, q3, q2 represents an integer of 2 or more, each Y ² may be the same as or different from each other,

Y³은, 할로겐원자, C₁~C₆알킬, C₁~C₆할로알킬, C₁~C₆알콕시, C₁~C₆할로알콕시, C₁~C₆알킬티오, C₁~C₆할로알킬티오, C₁~C₆알콕시카르보닐, -CN, -C(O)OH, -OH 또는 -NH₂를 나타내고, t가 2를 나타내는 경우에는, 각각의 Y³은 서로 동일할 수도, 상이할 수도 있고,Y ³ is a halogen atom, C ₁ -C ₆ alkyl, C ₁ -C ₆ haloalkyl, C ₁ -C ₆ alkoxy, C ₁ -C ₆ haloalkoxy, C ₁ -C ₆ alkylthio, C ₁ -C ₆ represents haloalkylthio, C ₁ -C ₆ alkoxycarbonyl, -CN, -C(O)OH, -OH or -NH ₂ , when t represents 2, each Y ³ may be the same as each other, may be different,

Z²는, 할로겐원자, C₁~C₆알킬, C₁~C₆할로알킬, C₂~C₆알케닐, C₂~C₆할로알케닐, C₂~C₆알키닐, C₂~C₆할로알키닐, C₁~C₆알콕시, C₁~C₆할로알콕시, C₁~C₆알킬티오, C₁~C₆할로알킬티오, C₁~C₆알킬설피닐, C₁~C₆할로알킬설피닐, C₁~C₆알킬설포닐, C₁~C₆할로알킬설포닐, -S(O)₂NR⁵⁶R⁵⁷, -OH, -NH₂, -CN, -NO₂ 또는 -C(O)R⁵⁵를 나타내고, p5a가 2 이상의 정수를 나타내는 경우는, 각각의 Z²는 서로 동일할 수도 또는 서로 상이할 수도 있고,Z ² is a halogen atom, C ₁ ~C ₆ alkyl, C ₁ ~ C ₆ haloalkyl, C ₂ ~ C ₆ alkenyl, C ₂ ~ C ₆ haloalkenyl, C ₂ ~ C ₆ alkynyl, C ₂ ~ C ₆ Haloalkynyl, C ₁ ~C ₆ Alkoxy, C ₁ ~C ₆ Haloalkoxy, C ₁ ~C ₆ Alkylthio, C ₁ ~C ₆ Haloalkylthio, C ₁ ~C ₆ Alkylsulfinyl, C ₁ ~ C ₆ Haloalkylsulfinyl, C ₁ -C ₆ Alkylsulfonyl, C ₁ -C ₆ Haloalkylsulfonyl, -S(O) ₂ NR ⁵⁶ R ⁵⁷ , -OH, -NH ₂ , -CN, -NO ₂ or -C(O)R ⁵⁵ , and when p5a represents an integer of 2 or more, each Z ² may be the same as or different from each other,

Z³은, 할로겐원자, C₁~C₆알킬, C₁~C₆할로알킬, C₁~C₆알콕시, C₁~C₆할로알콕시, C₁~C₆알킬티오, C₁~C₆할로알킬티오, -CN, C₁~C₆알콕시카르보닐 또는 -NO₂를 나타내고, p5b가 2 이상의 정수를 나타내는 경우는, 각각의 Z³은 서로 동일할 수도 또는 서로 상이할 수도 있고,Z ³ is a halogen atom, C ₁ -C ₆ alkyl, C ₁ -C ₆ haloalkyl, C ₁ -C ₆ alkoxy, C ₁ -C ₆ haloalkoxy, C ₁ -C ₆ alkylthio, C ₁ -C ₆ When haloalkylthio, -CN, C ₁ -C ₆ alkoxycarbonyl or -NO ₂ represents, and p5b represents an integer of 2 or more, each Z ³ may be the same as or different from each other,

Z⁴는, 할로겐원자, C₁~C₆알킬, C₁~C₆할로알킬, C₁~C₆알콕시, C₁~C₆할로알콕시, C₁~C₆알킬티오, C₁~C₆할로알킬티오, C₁~C₆알킬설피닐, C₁~C₆할로알킬설피닐, C₁~C₆알킬설포닐, C₁~C₆할로알킬설포닐, -CN, -NO₂, C₁~C₆알콕시카르보닐을 나타내고, p5c가 2 이상의 정수를 나타내는 경우는, 각각의 Z⁴는 서로 동일할 수도 또는 서로 상이할 수도 있고,Z ⁴ is a halogen atom, C ₁ -C ₆ alkyl, C ₁ -C ₆ haloalkyl, C ₁ -C ₆ alkoxy, C ₁ -C ₆ haloalkoxy, C ₁ -C ₆ alkylthio, C ₁ -C ₆ Haloalkylthio, C ₁ -C ₆ Alkylsulfinyl, C ₁ -C ₆ Haloalkylsulfinyl, C ₁ -C ₆ Alkylsulfonyl, C ₁ -C ₆ Haloalkylsulfonyl, -CN, -NO ₂ , C _{When 1} to C ₆ alkoxycarbonyl and p5c represents an integer of 2 or more, each Z ⁴ may be the same as or different from each other,

W²는, 산소원자 또는 N-OR⁷을 나타내고,W ² represents an oxygen atom or N-OR ⁷ ,

W³은, 산소원자 또는 N-OR²¹을 나타내고,W ³ represents an oxygen atom or N-OR ²¹ ;

W⁴는, 산소원자 또는 황원자를 나타내고,W ⁴ represents an oxygen atom or a sulfur atom,

r1은, 0, 1 또는 2의 정수를 나타내고,r1 represents an integer of 0, 1 or 2,

r2는, 0, 1 또는 2의 정수를 나타내고,r2 represents the integer of 0, 1 or 2,

r3은, 0, 1 또는 2의 정수를 나타내고,r3 represents the integer of 0, 1 or 2,

r4는, 0, 1 또는 2의 정수를 나타내고,r4 represents an integer of 0, 1 or 2,

r5는, 0, 1 또는 2의 정수를 나타내고,r5 represents an integer of 0, 1 or 2,

r6은, 0, 1 또는 2의 정수를 나타내고,r6 represents an integer of 0, 1 or 2,

n은, 0, 1, 2, 3 또는 4의 정수를 나타내고,n represents the integer of 0, 1, 2, 3 or 4,

t는, 0, 1 또는 2의 정수를 나타내고,t represents an integer of 0, 1 or 2,

p2는, 0, 1 또는 2의 정수를 나타내고,p2 represents an integer of 0, 1 or 2,

p3은, 0, 1, 2 또는 3의 정수를 나타내고,p3 represents the integer of 0, 1, 2 or 3,

p4는, 0, 1, 2, 3, 또는 4의 정수를 나타내고p4 represents an integer of 0, 1, 2, 3, or 4;

p5는, 0, 1, 2, 3, 4 또는 5의 정수를 나타내고,p5 represents an integer of 0, 1, 2, 3, 4 or 5,

p6은, 0, 1, 2, 3, 4, 5 또는 6의 정수를 나타내고,p6 represents an integer of 0, 1, 2, 3, 4, 5 or 6,

p7은, 0, 1, 2, 3, 4, 5, 6 또는 7의 정수를 나타내고,p7 represents the integer of 0, 1, 2, 3, 4, 5, 6 or 7,

p5a는, 1, 2, 3, 4 또는 5의 정수를 나타내고,p5a represents the integer of 1, 2, 3, 4 or 5,

p5b는, 1, 2, 3, 4 또는 5의 정수를 나타내고,p5b represents an integer of 1, 2, 3, 4 or 5;

p5c는, 1, 2, 3, 4 또는 5의 정수를 나타내고,p5c represents an integer of 1, 2, 3, 4 or 5;

q1은, 0 또는 1의 정수를 나타내고,q1 represents an integer of 0 or 1,

q2는, 0, 1 또는 2의 정수를 나타내고,q2 represents the integer of 0, 1 or 2,

q3은, 0, 1, 2 또는 3의 정수를 나타내고,q3 represents the integer of 0, 1, 2 or 3,

q4는, 0, 1, 2, 3 또는 4의 정수를 나타낸다.〕q4 represents an integer of 0, 1, 2, 3 or 4.]

로 표시되는 피리다지논 화합물 또는 그의 염.A pyridazinone compound represented by or a salt thereof.

〔2〕〔2〕

W¹은, 산소원자를 나타내고,W ¹ represents an oxygen atom,

Z¹은, 할로겐원자, C₁~C₆알킬, C₂~C₆알케닐, C₂~C₆알키닐, C₃~C₆시클로알킬, R²²로 치환된 (C₁~C₆)알킬, R¹⁹로 치환된 (C₂~C₆)알키닐, R⁴⁴로 치환된 (C₃~C₆)시클로알킬, 페닐, (Z⁴)_p5c로 치환된 페닐, Q-3, -NR¹⁵R¹⁶, -OR³⁵, -S(O)_r1R³⁶, -CN, -NO₂, -C(O)OH, -C(=W³)R²⁰ 또는 -N=C(C₆H₅)₂를 나타내고, n이 2 이상의 정수를 나타내는 경우에는, 각각의 Z¹은 서로 동일할 수도 또는 서로 상이할 수도 있고,Z ¹ is a halogen atom, C ₁ -C ₆ alkyl, C ₂ -C ₆ alkenyl, C ₂ -C ₆ alkynyl, C ₃ -C ₆ cycloalkyl, R ²² substituted with (C ₁ -C ₆ ) Alkyl, (C ₂ -C ₆ )alkynyl ^{substituted with R 19} , (C ₃ -C ₆ ^{)cycloalkyl substituted with R 44} , phenyl, (Z ⁴ ) _{phenyl substituted with p5c} , Q-3, -NR ¹⁵ R ¹⁶ , -OR ³⁵ , -S(O) _r1 R ³⁶ , -CN, -NO ₂ , -C(O)OH, -C(=W ³ )R ²⁰ or -N=C(C ₆ H _{5 )} ) ₂ , and when n represents an integer of 2 or more, each Z ¹ may be the same as or different from each other,

R²는, 수소원자, 할로겐원자, C₁~C₆알킬, C₁~C₆알콕시 또는 -NR³⁰R³¹을 나타내고,R ² represents a hydrogen atom, a halogen atom, C ₁ to C ₆ alkyl, C ₁ to C ₆ alkoxy or —NR ³⁰ R ³¹ ;

R³은, D-1, D-2, D-3, D-4, D-5, D-6, D-7, D-8, D-9, D-10, D-13, D-14, D-15, D-16, D-17, D-18, D-19, D-20, D-21, D-22, D-23, D-24, D-25, D-26, D-27 또는 D-28을 나타내고,R ³ is D-1, D-2, D-3, D-4, D-5, D-6, D-7, D-8, D-9, D-10, D-13, D- 14, D-15, D-16, D-17, D-18, D-19, D-20, D-21, D-22, D-23, D-24, D-25, D-26, represents D-27 or D-28,

Y¹은, 수소원자, 할로겐원자, C₁~C₆알킬, C₂~C₆알케닐, C₂~C₆알키닐, C₃~C₆시클로알킬, C₂~C₆할로알케닐, C₂~C₆할로알키닐, R¹⁰으로 치환된 (C₁~C₆)알킬, R⁴⁴로 치환된 C₃~C₆시클로알킬, -OR¹¹, -S(O)_r2R³⁸, -NR⁸R⁹, -CN, -NO₂, -C(O)OH, -C(=W²)R¹³, 페닐, (Z⁴)_p5c로 치환된 페닐 또는 트리(C₁~C₆알킬)실릴을 나타내고, p7, p6, p5, p4, p3 또는 p2가 2 이상의 정수를 나타내는 경우는, 각각의 Y¹은 서로 동일할 수도 또는 서로 상이할 수도 있고,Y ¹ is a hydrogen atom, a halogen atom, C ₁ -C ₆ alkyl, C ₂ -C ₆ alkenyl, C ₂ -C ₆ alkynyl, C ₃ -C ₆ cycloalkyl, C ₂ -C ₆ haloalkenyl, C ₂ -C ₆ Haloalkynyl, (C ₁ -C ₆ )alkyl ^{substituted with R 10} _{, C 3} -C ₆ cycloalkyl substituted with ^{R 44} , -OR ¹¹ , -S(O) _r2 R ³⁸ , - Phenyl or tri(C ₁ -C ₆ alkyl) substituted with NR ⁸ R ⁹ , -CN, -NO ₂ , -C(O)OH, -C(=W ² )R ¹³ , phenyl, (Z ⁴ ) _p5c represents silyl, and when p7, p6, p5, p4, p3 or p2 represents an integer of 2 or more, each Y ¹ may be the same as or different from each other,

R⁴는, 할로겐원자, -CN, C₂~C₆알케닐, C₂~C₆할로알케닐, C₂~C₆알키닐, C₂~C₆할로알키닐, C₃~C₆시클로알킬, R⁴⁴로 치환된 (C₃~C₆)시클로알킬, -OR²⁴, -S(O)_r4R⁵⁴, -C(O)R²³, 페닐, 또는 (Z⁴)_p5c로 치환된 페닐을 나타내고,R ⁴ is a halogen atom, -CN, C ₂ -C ₆ alkenyl, C ₂ -C ₆ haloalkenyl, C ₂ -C ₆ alkynyl, C ₂ -C ₆ haloalkynyl, C ₃ -C ₆ cyclo Alkyl, (C ₃ -C ₆ )cycloalkyl ^{substituted with R 44} ^{, -OR 24} , -S(O) _r4 R ⁵⁴ , -C(O)R ²³ , phenyl, or phenyl substituted with ^{(Z 4} ) _p5c represents,

R⁵는, C₁~C₆알킬, R²⁶으로 치환된 (C₁~C₆)알킬, C₂~C₆알케닐, C₂~C₆알키닐, C₁~C₆알콕시, -OR⁵⁸, -SR⁵⁹, C₃~C₆시클로알킬, R⁴⁴로 치환된 C₃~C₆시클로알킬, -NR⁵⁶R⁵⁷, U-1, U-6, U-7, U-8, Q-1, Q-2, Q-3, Q-4, Q-5, Q-7, Q-8, Q-9, Q-10, Q-17, Q-18, Q-19, Q-20, 페닐, (Z²)_p5a로 치환된 페닐 또는 -C(O)R⁵³을 나타내고,R ⁵ is, C ₁ -C ₆ alkyl, (C ₁ -C ₆ )alkyl ^{substituted with R 26} _{, C 2} -C ₆ alkenyl, C ₂ -C ₆ alkynyl, C ₁ -C ₆ alkoxy, -OR ^{^{_{58, -SR 59, C 3 ~}}} C 6 cycloalkyl, C ₃ ~ C ₆ ^{^{cycloalkyl, -NR 56 R 57, U-}} 1, U-6, U-7, U-8 is substituted by R ^44, Q -1, Q-2, Q-3, Q-4, Q-5, Q-7, Q-8, Q-9, Q-10, Q-17, Q-18, Q-19, Q-20 , phenyl, (Z ² ) _represents phenyl substituted with p5a or —C(O)R ⁵³ ,

R⁶은, C₁~C₆알킬, C₁~C₆할로알킬, 페닐, (Z²)_p5a로 치환된 페닐 또는 -NR²⁸R²⁹를 나타내고,R ⁶ represents C ₁ -C ₆ alkyl, C ₁ -C ₆ haloalkyl, phenyl, (Z ² ) phenyl substituted with _p5a ^{or —NR 28} R ²⁹ ,

R⁷은, 수소원자, C₁~C₆알킬, C₃~C₆알케닐, C₃~C₆알키닐, C₁~C₆할로알킬, C₁~C₆알콕시(C₁~C₂)알킬 또는 C₁~C₆알킬티오(C₁~C₂)알킬을 나타내고,R ⁷ is a hydrogen atom, C ₁ -C ₆ alkyl, C ₃ -C ₆ alkenyl, C ₃ -C ₆ alkynyl, C ₁ -C ₆ haloalkyl, C ₁ -C ₆ alkoxy (C ₁ -C ₂ ) represents alkyl or C ₁ -C ₆ alkylthio (C ₁ -C ₂ )alkyl,

R¹¹은, 수소원자, C₁~C₆알킬, R¹²로 치환된 (C₁~C₆)알킬, C₃~C₆시클로알킬, R⁴⁴로 치환된 (C₃~C₆)시클로알킬, 페닐, (Z⁴)_p5c로 치환된 페닐, C₁~C₆알킬설포닐, C₁~C₆할로알킬설포닐, U-2, U-4, Q-17, Q-18 또는 Q-19를 나타내고,R ¹¹ is a hydrogen atom, C ₁ -C ₆ alkyl, (C ₁ -C ₆ )alkyl ^{substituted with R 12} _{, C 3} -C ₆ cycloalkyl, (C ₃ -C ₆ )cycloalkyl ^{substituted with R 44} , phenyl, (Z ⁴ ) phenyl substituted with _p5c _{, C 1} -C ₆ alkylsulfonyl, C ₁ -C ₆ haloalkylsulfonyl, U-2, U-4, Q-17, Q-18 or Q- represents 19,

R¹²는, 할로겐원자, C₂~C₆알케닐, C₂~C₆할로알케닐, C₂~C₆알키닐, C₂~C₆할로알키닐, C₃~C₆시클로알킬, R⁴⁵로 치환된 (C₃~C₆)시클로알킬, -OR⁴⁸, -S(O)_r5R⁴⁹, -CN, 페닐, (Z³)_p5b로 치환된 페닐, -C(=W²)R¹³, U-1, U-2, U-3, Q-1, Q-2, Q-3, Q-4, Q-5, Q-18 또는 -ON=CR⁴²R⁴³을 나타내고,R ¹² is a halogen atom, C ₂ -C ₆ alkenyl, C ₂ -C ₆ haloalkenyl, C ₂ -C ₆ alkynyl, C ₂ -C ₆ haloalkynyl, C ₃ -C ₆ cycloalkyl, R (C ₃ -C ₆ )cycloalkyl ^{substituted with 45} ^{, -OR 48} , -S(O) _r5 R ⁴⁹ , -CN, phenyl, ^{phenyl substituted with (Z 3} ) _p5b , -C(=W ² )R ¹³ , U-1, U-2, U-3, Q-1, Q-2, Q-3, Q-4, Q-5, Q-18 or -ON=CR ⁴² R ⁴³ ;

R¹⁴는, 할로겐원자, C₂~C₆알케닐, C₂~C₆알키닐, C₃~C₆시클로알킬, C₂~C₆할로알케닐, C₂~C₆할로알키닐, R⁴⁵로 치환된 (C₃~C₆)시클로알킬, C₁~C₆알콕시, C₁~C₆알킬티오, C₁~C₆알킬설피닐, C₁~C₆알킬설포닐, 페닐, (Z⁴)_p5c로 치환된 페닐, -CN, U-1, U-2, U-3, U-9, Q-17, Q-18, Q-19 또는 Q-20을 나타내고,R ¹⁴ is a halogen atom, C ₂ -C ₆ alkenyl, C ₂ -C ₆ alkynyl, C ₃ -C ₆ cycloalkyl, C ₂ -C ₆ haloalkenyl, C ₂ -C ₆ haloalkynyl, R (C ₃ ~C ₆ )cycloalkyl ^{substituted with 45} _{, C 1} ~C ₆ alkoxy, C ₁ ~C ₆ alkylthio, C ₁ ~C ₆ alkylsulfinyl, C ₁ ~C ₆ alkylsulfonyl, phenyl, ( Z ⁴ ) _represents phenyl substituted with p5c, -CN, U-1, U-2, U-3, U-9, Q-17, Q-18, Q-19 or Q-20,

R¹⁹는, 트리(C₁~C₆알킬)실릴을 나타내고, R ¹⁹ represents tri(C ₁ -C ₆ alkyl)silyl,

R²²는, 할로겐원자, -OH, C₁~C₆알콕시, C₁~C₆할로알콕시, C₁~C₆알킬티오, C₁~C₆할로알킬티오 또는 -CN을 나타내고,R ²² represents a halogen atom, -OH, C ₁ -C ₆ alkoxy, C ₁ -C ₆ haloalkoxy, C ₁ -C ₆ alkylthio, C ₁ -C ₆ haloalkylthio or -CN;

R²³은, C₁~C₆알킬, C₁~C₆알콕시, 디(C₁~C₆)알킬아미노, 페닐, (Z⁴)_p5c로 치환된 페닐, U-7 또는 U-8을 나타내고,R ²³ represents C ₁ -C ₆ alkyl, C ₁ -C ₆ alkoxy, di(C ₁ -C ₆ )alkylamino, phenyl, ^{phenyl substituted with (Z 4} ) _p5c , U-7 or U-8 ,

R²⁴는, C₁~C₆알킬, C₁~C₆할로알킬, C₃~C₆알케닐, C₃~C₆알키닐, (C₁~C₆)알콕시(C₁~C₂)알킬, -C(O)R²⁵ 또는 -S(O)₂R³³을 나타내고,R ²⁴ is, C ₁ -C ₆ alkyl, C ₁ -C ₆ haloalkyl, C ₃ -C ₆ alkenyl, C ₃ -C ₆ alkynyl, (C ₁ -C ₆ )alkoxy (C ₁ -C ₂ ) alkyl, -C(O)R ²⁵ or -S(O) ₂ R ³³ ,

R²⁵는, C₁~C₆알킬, C₁~C₆알콕시 또는 디(C₁~C₆)알킬아미노를 나타내고,R ²⁵ represents C ₁ -C ₆ alkyl, C ₁ -C ₆ alkoxy or di(C ₁ -C ₆ )alkylamino,

R²⁶은, 할로겐원자, C₁~C₆알콕시, C₁~C₆할로알콕시, C₁~C₆알킬티오, C₁~C₆알킬설피닐, C₁~C₆알킬설포닐, -OR³², 페닐 또는 (Z⁴)_p5c로 치환된 페닐을 나타내고,R ²⁶ is a halogen atom, C ₁ -C ₆ alkoxy, C ₁ -C ₆ haloalkoxy, C ₁ -C ₆ alkylthio, C ₁ -C ₆ alkylsulfinyl, C ₁ -C ₆ alkylsulfonyl, -OR ³² , represents phenyl or phenyl substituted with ^{(Z 4} ) _p5c,

R²⁷은, 할로겐원자, C₂~C₆알케닐, C₂~C₆알키닐, C₁~C₆알콕시 또는 C₁~C₆알킬티오를 나타내고,R ²⁷ represents a halogen atom, C ₂ -C ₆ alkenyl, C ₂ -C ₆ alkynyl, C ₁ -C ₆ alkoxy or C ₁ -C ₆ alkylthio;

R³⁶은, C₁~C₆알킬, R³⁷로 치환된 (C₁~C₆)알킬 또는 C₃~C₆시클로알킬을 나타내고,R ³⁶ represents C ₁ -C ₆ alkyl, (C ₁ -C ₆ )alkyl ^{substituted with R 37} _{or C 3} -C ₆ cycloalkyl,

R³⁷은, 할로겐원자, C₂~C₆알케닐, C₂~C₆알키닐, C₃~C₆시클로알킬, C₁~C₆알콕시, C₁~C₆알킬티오 또는 C₁~C₁₀알콕시카르보닐을 나타내고,R ³⁷ is a halogen atom, C ₂ -C ₆ alkenyl, C ₂ -C ₆ alkynyl, C ₃ -C ₆ cycloalkyl, C ₁ -C ₆ alkoxy, C ₁ -C ₆ alkylthio or C ₁ -C ₁₀ represents alkoxycarbonyl,

R³⁸은, C₁~C₆알킬, C₃~C₆알케닐, C₃~C₆알키닐, C₃~C₆시클로알킬, C₃~C₆할로알케닐, C₃~C₆할로알키닐, R³⁹로 치환된 (C₁~C₆)알킬 또는 R⁴⁴로 치환된 (C₃~C₆)시클로알킬을 나타내고,R ³⁸ is, C ₁ -C ₆ alkyl, C ₃ -C ₆ alkenyl, C ₃ -C ₆ alkynyl, C ₃ -C ₆ cycloalkyl, C ₃ -C ₆ haloalkenyl, C ₃ -C ₆ halo alkynyl, (C ₁ -C ₆ )alkyl ^{substituted with R 39} or (C ₃ -C ₆ )cycloalkyl ^{substituted with R 44 ;}

R³⁹는, 할로겐원자, C₃~C₆시클로알킬, -OR⁵¹, -S(O)_r6R⁵², -C(=W²)R¹³, -CN, 페닐, (Z³)_p5b로 치환된 페닐, U-1, U-3, U-9, Q-1 또는 Q-18을 나타내고,R ³⁹ is a halogen atom, C ₃ -C ₆ cycloalkyl, -OR ⁵¹ , -S(O) _r6 R ⁵² , -C(=W ² )R ¹³ , -CN, phenyl, substituted with ^{(Z 3} ) _p5b represents phenyl, U-1, U-3, U-9, Q-1 or Q-18,

C₃~C₆시클로알킬, R⁴⁶으로 치환된 (C₁~C₆)알킬 또는 U-4를 나타내고,Represents C ₃ -C ₆ cycloalkyl, (C ₁ -C ₆ ^{)alkyl substituted with R 46} or U-4,

R⁴¹은, C₁~C₆알킬, C₃~C₆알케닐, C₃~C₆알키닐, C₁~C₆할로알킬, C₃~C₆할로알케닐, C₃~C₆할로알키닐, C₃~C₆시클로알킬 또는 R⁴⁷로 치환된 (C₁~C₆)알킬을 나타내고,R ⁴¹ is, C ₁ -C ₆ alkyl, C ₃ -C ₆ alkenyl, C ₃ -C ₆ alkynyl, C ₁ -C ₆ haloalkyl, C ₃ -C ₆ haloalkenyl, C ₃ -C ₆ halo alkynyl, C ₃ -C ₆ cycloalkyl or (C ₁ -C ₆ )alkyl ^{substituted with R 47 ,}

R⁴⁶은, C₁~C₆알콕시, C₁~C₆할로알콕시, C₁~C₆알킬티오, C₁~C₆할로알킬티오, C₁~C₆알킬설피닐, C₁~C₆알킬설포닐, C₃~C₆시클로알킬, -CN, U-1, U-3 또는 U-9를 나타내고,R ⁴⁶ is, C ₁ -C ₆ alkoxy, C ₁ -C ₆ haloalkoxy, C ₁ -C ₆ alkylthio, C ₁ -C ₆ haloalkylthio, C ₁ -C ₆ alkylsulfinyl, C ₁ -C ₆ Represent alkylsulfonyl, C ₃ -C ₆ cycloalkyl, -CN, U-1, U-3 or U-9,

R⁴⁷은, C₁~C₆알콕시, C₁~C₆할로알콕시, C₁~C₆알킬티오, C₁~C₆할로알킬티오, C₁~C₆알킬설피닐, C₁~C₆할로알킬설피닐, C₁~C₆알킬설포닐, C₁~C₆할로알킬설포닐 또는 -CN을 나타내고,R ⁴⁷ is, C ₁ -C ₆ alkoxy, C ₁ -C ₆ haloalkoxy, C ₁ -C ₆ alkylthio, C ₁ -C ₆ haloalkylthio, C ₁ -C ₆ alkylsulfinyl, C ₁ -C ₆ Represent haloalkylsulfinyl, C ₁ -C ₆ alkylsulfonyl, C ₁ -C ₆ haloalkylsulfonyl or -CN,

R⁴⁸은, 수소원자, C₁~C₆알킬, C₁~C₆할로알킬, C₃~C₆알케닐, C₃~C₆할로알케닐, C₃~C₆알키닐, C₃~C₆할로알키닐 또는 C₃~C₆시클로알킬을 나타내고,R ⁴⁸ is a hydrogen atom, C ₁ to C ₆ alkyl, C ₁ to C ₆ haloalkyl, C ₃ to C ₆ alkenyl, C ₃ to C ₆ haloalkenyl, C ₃ to C ₆ alkynyl, C ₃ to Represent C ₆ haloalkynyl or C ₃ -C ₆ cycloalkyl,

R⁴⁹는, C₁~C₆알킬, C₁~C₆할로알킬, C₃~C₆알케닐 또는 C₃~C₆알키닐을 나타내고,R ⁴⁹ represents C ₁ -C ₆ alkyl, C ₁ -C ₆ haloalkyl, C ₃ -C ₆ alkenyl or C ₃ -C ₆ alkynyl,

R⁵¹은, C₁~C₆알킬, C₃~C₆알케닐, C₃~C₆알키닐 또는 C₁~C₆할로알킬을 나타내고,R ⁵¹ represents C ₁ -C ₆ alkyl, C ₃ -C ₆ alkenyl, C ₃ -C ₆ alkynyl or C ₁ -C ₆ haloalkyl,

R⁵²는, C₁~C₆알킬, C₃~C₆알케닐 또는 C₃~C₆알키닐을 나타내고,R ⁵² represents C ₁ -C ₆ alkyl, C ₃ -C ₆ alkenyl or C ₃ -C ₆ alkynyl,

R⁵⁴는, C₁~C₆알킬 또는 C₃~C₆알케닐을 나타내고,R ⁵⁴ represents C ₁ -C ₆ alkyl or C ₃ -C ₆ alkenyl,

R⁵⁹는, C₁~C₆알킬, C₁~C₆알케닐 또는 페닐을 나타내고,R ⁵⁹ represents C ₁ -C ₆ alkyl, C ₁ -C ₆ alkenyl or phenyl,

Y²는, 할로겐원자, C₁~C₆알킬, C₁~C₆할로알킬, C₁~C₆알콕시, C₁~C₆할로알콕시, C₁~C₆알킬티오 또는 C₁~C₆할로알킬티오를 나타내고,Y ² is a halogen atom, C ₁ -C ₆ alkyl, C ₁ -C ₆ haloalkyl, C ₁ -C ₆ alkoxy, C ₁ -C ₆ haloalkoxy, C ₁ -C ₆ alkylthio or C ₁ -C ₆ represents haloalkylthio;

Z²는, 할로겐원자, C₁~C₆알킬, C₁~C₆할로알킬, C₂~C₆알케닐, C₂~C₆할로알케닐, C₂~C₆알키닐, C₂~C₆할로알키닐, C₁~C₆알콕시, C₁~C₆할로알콕시, C₁~C₆알킬티오, C₁~C₆할로알킬티오, -OH, -NH₂, -CN, -NO₂ 또는 -C(O)R⁵⁵를 나타내고, p5a가 2 이상의 정수를 나타내는 경우는, 각각의 Z²는 서로 동일할 수도 또는 서로 상이할 수도 있는, 〔1〕에 기재된 피리다지논 화합물 및 그의 염.Z ² is a halogen atom, C ₁ ~C ₆ alkyl, C ₁ ~ C ₆ haloalkyl, C ₂ ~ C ₆ alkenyl, C ₂ ~ C ₆ haloalkenyl, C ₂ ~ C ₆ alkynyl, C ₂ ~ C ₆ Haloalkynyl, C ₁ ~C ₆ Alkoxy, C ₁ ~C ₆ Haloalkoxy, C ₁ ~C ₆ Alkylthio, C ₁ ~C ₆ Haloalkylthio, -OH, -NH ₂ , -CN, -NO ₂ or -C(O)R ⁵⁵ , and when p5a represents an integer of 2 or more, each Z ² may be the same as or different from each other, the pyridazinone compound according to [1], and a salt thereof .

〔3〕[3]

Z¹은, 할로겐원자, C₁~C₆알킬, C₂~C₆알케닐, C₂~C₆알키닐, C₃~C₆시클로알킬, R²²로 치환된 (C₁~C₆)알킬, R¹⁹로 치환된 (C₂~C₆)알키닐, 페닐, (Z⁴)_p5c로 치환된 페닐, Q-3, -NR¹⁵R¹⁶, -OR³⁵, -S(O)_r1R³⁶, -CN, -C(=W³)R²⁰ 또는 -N=C(C₆H₅)₂를 나타내고, n이 2 이상의 정수를 나타내는 경우에는, 각각의 Z¹은 서로 동일할 수도 또는 서로 상이할 수도 있고,Z ¹ is a halogen atom, C ₁ -C ₆ alkyl, C ₂ -C ₆ alkenyl, C ₂ -C ₆ alkynyl, C ₃ -C ₆ cycloalkyl, R ²² substituted with (C ₁ -C ₆ ) Alkyl, (C ₂ -C ₆ ^{)alkynyl substituted with R 19} , phenyl, (Z ⁴ ) _{phenyl substituted with p5c} , Q-3, -NR ¹⁵ R ¹⁶ , -OR ³⁵ , -S(O) _r1 R ³⁶ , -CN, -C(=W ³ )R ²⁰ or -N=C(C ₆ H ₅ ) ₂ , and when n represents an integer of 2 or more, each Z ¹ may be the same as or each other may be different,

R¹은, 수소원자, C₁~C₆알킬 또는 R³⁴로 치환된 C₁~C₆알킬을 나타내고,R ¹ is a hydrogen atom, C ₁ ~ C ₆ represents a C ₁ ~ C ₆ alkyl substituted with alkyl, or R ^34,

R³은, D-1, D-2, D-3, D-4, D-6, D-7, D-8, D-9, D-10, D-17, D-18, D-19, D-20, D-21, D-22, D-23, D-24, D-25, D-26 또는 D-28을 나타내고,R ³ is D-1, D-2, D-3, D-4, D-6, D-7, D-8, D-9, D-10, D-17, D-18, D- 19, D-20, D-21, D-22, D-23, D-24, D-25, D-26 or D-28;

Y¹은, 수소원자, 할로겐원자, C₁~C₆알킬, C₂~C₆알케닐, R¹⁰으로 치환된 (C₁~C₆)알킬, -C(O)OH, -OR¹¹, -S(O)_r2R³⁸, -NR⁸R⁹, -CN, -NO₂, -C(=W²)R¹³, 페닐 또는 트리(C₁~C₆알킬)실릴을 나타내고, p7, p6, p5, p4, p3 또는 p2가 2 이상의 정수를 나타내는 경우는, 각각의 Y¹은 서로 동일할 수도 또는 서로 상이할 수도 있고,Y ¹ is a hydrogen atom, a halogen atom, C ₁ -C ₆ alkyl, C ₂ -C ₆ alkenyl, (C ₁ _{-C 6} ^{)alkyl substituted with R 10} , -C(O)OH, -OR ¹¹ , -S(O) _r2 R ³⁸ , -NR ⁸ R ⁹ , -CN, -NO ₂ , -C(=W ² )R ¹³ , phenyl or tri(C ₁ -C ₆ alkyl)silyl, p7, p6 , when p5, p4, p3 or p2 represents an integer of 2 or more, each Y ¹ may be the same as or different from each other,

R⁴는, 할로겐원자, -CN, C₂~C₆알케닐, C₂~C₆알키닐, -OR²⁴, -S(O)_r4R⁵⁴, -C(O)R²³ 또는 페닐을 나타내고,R ⁴ represents a halogen atom, -CN, C ₂ -C ₆ alkenyl, C ₂ -C ₆ alkynyl, -OR ²⁴ , -S(O) _r4 R ⁵⁴ , -C(O)R ²³ or phenyl; ,

R⁵는, C₁~C₆알킬, R²⁶으로 치환된 (C₁~C₆)알킬, C₂~C₆알케닐, C₁~C₆알콕시, -OR⁵⁸, -SR⁵⁹, C₃~C₆시클로알킬, -NR⁵⁶R⁵⁷, U-1, U-6, Q-2, Q-4, (Z²)_p5a로 치환된 페닐 또는 -C(O)R⁵³을 나타내고,R ⁵ is, C ₁ ~C ₆ alkyl, (C ₁ ~C ₆ )alkyl ^{substituted with R 26} _{, C 2} ~C ₆ alkenyl, C ₁ ~C ₆ alkoxy, -OR ⁵⁸ , -SR ⁵⁹ , C ₃ -C ₆ cycloalkyl, -NR ⁵⁶ R ⁵⁷ , U-1, U-6, Q-2, Q-4, (Z ² ) _represent phenyl substituted with p5a or -C(O)R ⁵³ ,

R⁶은, C₁~C₆알킬, (Z²)_p5a로 치환된 페닐 또는 -NR²⁸R²⁹를 나타내고,R ⁶ represents C ₁ -C ₆ alkyl, phenyl substituted with ^{(Z 2} ) _p5a ^{or —NR 28} R ²⁹ ,

R⁷은, 수소원자 또는 C₁~C₆알킬을 나타내고,R ⁷ represents a hydrogen atom or C ₁ -C ₆ alkyl,

R⁸ 및 R⁹는, 각각 독립적으로 C₁~C₆알킬을 나타내고,R ⁸ and R ⁹ each independently represents C ₁ -C ₆ alkyl,

R¹⁰은, 할로겐원자, -OR⁴⁰ 또는 -S(O)_r3R⁴¹을 나타내고,R ¹⁰ represents a halogen atom, -OR ⁴⁰ or -S(O) _r3 R ⁴¹ ;

R¹¹은, 수소원자, C₁~C₆알킬, R¹²로 치환된 (C₁~C₆)알킬, C₃~C₆시클로알킬, 페닐, C₁~C₆알킬설포닐, C₁~C₆할로알킬설포닐, U-2, U-4 또는 Q-17을 나타내고,R ¹¹ is a hydrogen atom, C ₁ ~C ₆ alkyl, (C ₁ ~C ₆ )alkyl ^{substituted with R 12} _{, C 3} ~C ₆ cycloalkyl, phenyl, C ₁ ~C ₆ alkylsulfonyl, C ₁ ~ Represent C ₆ haloalkylsulfonyl, U-2, U-4 or Q-17,

R¹²는, 할로겐원자, C₂~C₆알케닐, C₂~C₆할로알케닐, C₂~C₆알키닐, C₃~C₆시클로알킬, R⁴⁵로 치환된 (C₃~C₆)시클로알킬, -OR⁴⁸, -S(O)_r5R⁴⁹, -CN, 페닐, -C(=W²)R¹³, U-3, Q-1 또는 -ON=CR⁴²R⁴³을 나타내고,R ¹² is a halogen atom, C ₂ -C ₆ alkenyl, C ₂ -C ₆ haloalkenyl, C ₂ -C ₆ alkynyl, C ₃ -C ₆ cycloalkyl, R ⁴⁵ substituted with (C ₃ -C ₆ ) represent cycloalkyl, -OR ⁴⁸ , -S(O) _r5 R ⁴⁹ , -CN, phenyl, -C(=W ² )R ¹³ , U-3, Q-1 or -ON=CR ⁴² R ⁴³ ,

R¹³은, C₁~C₆알킬, C₁~C₆알콕시 또는 C₁~C₆할로알킬아미노를 나타내고,R ¹³ represents C ₁ -C ₆ alkyl, C ₁ -C ₆ alkoxy or C ₁ -C ₆ haloalkylamino,

R¹⁴는, 할로겐원자, C₂~C₆알케닐, C₃~C₆시클로알킬, R⁴⁵로 치환된 (C₃~C₆)시클로알킬, C₁~C₆알콕시, C₁~C₆알킬티오, C₁~C₆알킬설포닐, 페닐 또는 U-1을 나타내고,R ¹⁴ is a halogen atom, C ₂ -C ₆ alkenyl, C ₃ -C ₆ cycloalkyl, (C ₃ -C ₆ )cycloalkyl ^{substituted with R 45} _{, C 1} -C ₆ alkoxy, C ₁ -C ₆ Represents alkylthio, C ₁ -C ₆ alkylsulfonyl, phenyl or U-1,

R¹⁸은, C₁~C₆알킬을 나타내고,R ¹⁸ represents C ₁ -C ₆ alkyl,

R²¹은, 수소원자 또는 C₁~C₆알킬을 나타내고,R ²¹ represents a hydrogen atom or C ₁ to C ₆ alkyl,

R²²는, 할로겐원자, -OH 또는 C₁~C₆알콕시를 나타내고,R ²² represents a halogen atom, —OH or C ₁ to C ₆ alkoxy;

R²³은, C₁~C₆알킬, C₁~C₆알콕시 또는 페닐을 나타내고,R ²³ represents C ₁ -C ₆ alkyl, C ₁ -C ₆ alkoxy or phenyl,

R²⁴는, C₁~C₆알킬, (C₁~C₆)알콕시(C₁~C₂)알킬 또는 -C(O)R²⁵를 나타내고,R ²⁴ represents C ₁ -C ₆ alkyl, (C ₁ -C ₆ )alkoxy(C ₁ _{-C 2} )alkyl or —C(O)R ²⁵ ,

R²⁵는, C₁~C₆알콕시를 나타내고,R ²⁵ represents C ₁ -C ₆ alkoxy,

R²⁶은, C₁~C₆알콕시, -OR³² 또는 페닐을 나타내고,R ²⁶ represents C ₁ -C ₆ alkoxy, —OR ³² or phenyl;

R²⁷은, 할로겐원자, C₂~C₆알케닐 또는 C₁~C₆알콕시를 나타내고, R ²⁷ represents a halogen atom, C ₂ -C ₆ alkenyl or C ₁ -C ₆ alkoxy;

R²⁸ 및 R²⁹는 각각 독립적으로, C₁~C₆알킬을 나타내고, R ²⁸ and R ²⁹ each independently represent C ₁ -C ₆ alkyl,

R³⁰ 및 R³¹은 각각 독립적으로, 수소원자 또는 벤질을 나타내고, R ³⁰ and R ³¹ each independently represent a hydrogen atom or benzyl,

R³²는, 페닐을 나타내고, R ³² represents phenyl,

R³³은, C₁~C₆할로알킬 또는 디(C₁~C₆)알킬아미노를 나타내고, R ³³ represents C ₁ -C ₆ haloalkyl or di(C ₁ -C ₆ )alkylamino,

R³⁴는, C₁~C₆알콕시, 페닐 또는 -CN을 나타내고,R ³⁴ represents C ₁ -C ₆ alkoxy, phenyl or -CN,

R³⁵는, 수소원자, C₁~C₆알킬, C₃~C₆시클로알킬, R¹⁴로 치환된 (C₁~C₆)알킬 또는 -S(O)₂R³³을 나타내고,R ³⁵ represents a hydrogen atom, C ₁ -C ₆ alkyl, C ₃ -C ₆ cycloalkyl, (C ₁ -C ₆ ^{)alkyl substituted with R 14} or —S(O) ₂ R ³³ ;

R³⁶은, C₁~C₆알킬 또는 R³⁷로 치환된 (C₁~C₆)알킬을 나타내고,R ³⁶ represents C ₁ -C ₆ alkyl or (C ₁ -C ₆ )alkyl ^{substituted with R 37 ,}

R³⁷은, 할로겐원자 또는 (C₁~C₁₀)알콕시카르보닐을 나타내고,R ³⁷ represents a halogen atom or (C ₁ -C ₁₀ )alkoxycarbonyl,

R³⁸은, C₁~C₆알킬, C₃~C₆알케닐, C₃~C₆알키닐, C₃~C₆시클로알킬, C₃~C₆할로알케닐, C₃~C₆할로알키닐 또는 R³⁹로 치환된 (C₁~C₆)알킬을 나타내고,R ³⁸ is, C ₁ -C ₆ alkyl, C ₃ -C ₆ alkenyl, C ₃ -C ₆ alkynyl, C ₃ -C ₆ cycloalkyl, C ₃ -C ₆ haloalkenyl, C ₃ -C ₆ halo Represents (C ₁ -C ₆ )alkyl substituted with alkynyl or R ^{39 ,}

R³⁹는, 할로겐원자, -OR⁵¹, -S(O)_r6R⁵², -C(=W²)R¹³ 또는 -CN을 나타내고,R ³⁹ represents a halogen atom, -OR ⁵¹ , -S(O) _r6 R ⁵² , -C(=W ² )R ¹³ or -CN;

R⁴⁰은, 수소원자, C₁~C₆알킬, C₃~C₆알케닐, C₁~C₆할로알킬 또는 R⁴⁶으로 치환된 (C₁~C₆)알킬을 나타내고,R ⁴⁰ represents a hydrogen atom, C ₁ -C ₆ alkyl, C ₃ -C ₆ alkenyl, C ₁ -C ₆ haloalkyl or (C ₁ -C ₆ )alkyl ^{substituted with R 46 ;}

R⁴¹은, C₁~C₆알킬, C₃~C₆알케닐, C₃~C₆알키닐, C₁~C₆할로알킬 또는 R⁴⁷로 치환된 (C₁~C₆)알킬을 나타내고,R ⁴¹ represents C ₁ -C ₆ alkyl, C ₃ -C ₆ alkenyl, C ₃ -C ₆ alkynyl, C ₁ -C ₆ haloalkyl or (C ₁ -C ₆ )alkyl ^{substituted with R 47} ,

R⁴² 및 R⁴³은, 각각 독립적으로 C₁~C₆알킬을 나타내고,R ⁴² and R ⁴³ each independently represent C ₁ -C ₆ alkyl,

R⁴⁵는, 할로겐원자를 나타내고,R ⁴⁵ represents a halogen atom,

R⁴⁶은, C₁~C₆알콕시 또는 C₁~C₆알킬티오를 나타내고,R ⁴⁶ represents C ₁ -C ₆ alkoxy or C ₁ -C ₆ alkylthio,

R⁴⁷은, C₁~C₆알콕시 또는 C₁~C₆알킬티오를 나타내고,R ⁴⁷ represents C ₁ -C ₆ alkoxy or C ₁ -C ₆ alkylthio,

R⁴⁸은, C₁~C₆알킬 또는 C₁~C₆할로알킬을 나타내고,R ⁴⁸ represents C ₁ -C ₆ alkyl or C ₁ -C ₆ haloalkyl,

R⁴⁹는, C₁~C₆알킬을 나타내고,R ⁴⁹ represents C ₁ -C ₆ alkyl,

R⁵¹은, C₁~C₆알킬을 나타내고,R ⁵¹ represents C ₁ -C ₆ alkyl,

R⁵²는, C₁~C₆알킬을 나타내고,R ⁵² represents C ₁ -C ₆ alkyl,

R⁵³은, 페닐을 나타내고,R ⁵³ represents phenyl,

R⁵⁴는, C₁~C₆알킬을 나타내고,R ⁵⁴ represents C ₁ -C ₆ alkyl,

R⁵⁶ 및 R⁵⁷은 각각 독립적으로, C₁~C₆알킬을 나타내고,R ⁵⁶ and R ⁵⁷ each independently represent C ₁ -C ₆ alkyl,

R⁵⁸은, R²⁷로 치환된 (C₁~C₆)알킬 또는 페닐을 나타내고,R ⁵⁸ represents (C ₁ -C ₆ )alkyl or phenyl ^{substituted with R 27 ,}

R⁵⁹는, C₁~C₆알킬 또는 페닐을 나타내고,R ⁵⁹ represents C ₁ -C ₆ alkyl or phenyl,

Y²는, 할로겐원자 또는 C₁~C₆할로알킬을 나타내고,Y ² represents a halogen atom or C ₁ -C ₆ haloalkyl,

Z²는, 할로겐원자, C₁~C₆알킬 또는 C₁~C₆알콕시를 나타내고, p5a가 2 이상의 정수를 나타내는 경우는, 각각의 Z²는 서로 동일할 수도 또는 서로 상이할 수도 있고,Z ² represents a halogen atom, C ₁ to C ₆ alkyl or C ₁ to C ₆ alkoxy, and when p5a represents an integer of 2 or more, each Z ² may be the same as or different from each other,

Z⁴는, 할로겐원자 또는 C₁~C₆알콕시를 나타내고, p5c가 2 이상의 정수를 나타내는 경우는, 각각의 Z⁴는 서로 동일할 수도 또는 서로 상이할 수도 있고,Z ⁴ represents a halogen atom or C ₁ to C ₆ alkoxy, and when p5c represents an integer of 2 or more, each Z ⁴ may be the same as or different from each other,

t는, 0을 나타내는, 〔2〕에 기재된 피리다지논 화합물 및 그의 염.t represents 0, the pyridazinone compound according to [2], and a salt thereof.

〔4〕〔4〕

Z¹은, 할로겐원자, C₁~C₆알킬, C₂~C₆알케닐, C₂~C₆알키닐, C₃~C₆시클로알킬, R²²로 치환된 (C₁~C₆)알킬, R¹⁹로 치환된 (C₂~C₆)알키닐, -NR¹⁵R¹⁶, -OR³⁵, -S(O)_r1R³⁶ 또는 -CN을 나타내고, n이 2 이상의 정수를 나타내는 경우에는, 각각의 Z¹은 서로 동일할 수도 또는 서로 상이할 수도 있고,Z ¹ is a halogen atom, C ₁ -C ₆ alkyl, C ₂ -C ₆ alkenyl, C ₂ -C ₆ alkynyl, C ₃ -C ₆ cycloalkyl, R ²² substituted with (C ₁ -C ₆ ) (C ₂ -C ₆ )alkynyl substituted with alkyl, R ¹⁹ ^{, -NR 15} R ¹⁶ , -OR ³⁵ , -S(O) _r1 R ³⁶ or -CN, and when n represents an integer of 2 or more , each Z ¹ may be the same as or different from each other,

R²는, 수소원자, 할로겐원자, C₁~C₆알킬 또는 C₁~C₆알콕시를 나타내고,R ² represents a hydrogen atom, a halogen atom, C ₁ -C ₆ alkyl or C ₁ -C ₆ alkoxy;

R³은, D-1, D-2, D-3, D-4, D-6, D-7, D-8, D-9, D-10, D-17, D-18, D-20, D-21, D-22, D-23, D-24 또는 D-28을 나타내고,R ³ is D-1, D-2, D-3, D-4, D-6, D-7, D-8, D-9, D-10, D-17, D-18, D- 20, D-21, D-22, D-23, D-24 or D-28;

Y¹은, 할로겐원자, C₁~C₆알킬, C₂~C₆알케닐, R¹⁰으로 치환된 (C₁~C₆)알킬, -OR¹¹, -S(O)_r2R³⁸, -NR⁸R⁹, -CN, -NO₂ 또는 -C(=W²)R¹³을 나타내고, p7, p6, p5, p4, p3 또는 p2가 2 이상의 정수를 나타내는 경우는, 각각의 Y¹은 서로 동일할 수도 또는 서로 상이할 수도 있고,Y ¹ is a halogen atom, C ₁ -C ₆ alkyl, C ₂ -C ₆ alkenyl, (C ₁ -C ₆ )alkyl ^{substituted with R 10} ^{, -OR 11} , -S(O) _r2 R ³⁸ , - NR ⁸ R ⁹ , -CN, -NO ₂ or -C(=W ² )R ¹³ , and when p7, p6, p5, p4, p3 or p2 represents an integer of 2 or more, each Y ¹ is mutually may be the same or different from each other,

R¹¹은, 수소원자, C₁~C₆알킬, R¹²로 치환된 (C₁~C₆)알킬, C₃~C₆시클로알킬, 페닐, C₁~C₆알킬설포닐, C₁~C₆할로알킬설포닐, U-2 또는 U-4를 나타내는,R ¹¹ is a hydrogen atom, C ₁ ~C ₆ alkyl, (C ₁ ~C ₆ )alkyl ^{substituted with R 12} _{, C 3} ~C ₆ cycloalkyl, phenyl, C ₁ ~C ₆ alkylsulfonyl, C ₁ ~ Representing C ₆ haloalkylsulfonyl, U-2 or U-4,

R³⁷은, 할로겐원자를 나타내는, 〔3〕에 기재된 피리다지논 화합물 및 그의 염.R ³⁷ represents a halogen atom, the pyridazinone compound according to [3], and a salt thereof.

〔5〕[5]

X는, 황원자를 나타내는, 〔3〕 또는 〔4〕에 기재된 피리다지논 화합물 또는 그의 염.X represents a sulfur atom, the pyridazinone compound according to [3] or [4], or a salt thereof.

〔6〕[6]

X는, 산소원자를 나타내고,X represents an oxygen atom,

Z¹은, 할로겐원자, C₁~C₆알킬, -OR³⁵ 또는 -S(O)_r1R³⁶을 나타내고, n이 2 이상의 정수를 나타내는 경우에는, 각각의 Z¹은 서로 동일할 수도 또는 서로 상이할 수도 있고,Z ¹ represents a halogen atom, C ₁ -C ₆ alkyl, -OR ³⁵ or -S(O) _r1 R ³⁶ , and when n represents an integer of 2 or more, each Z ¹ may be the same as or each other. may be different,

R¹은, C₁~C₆알킬을 나타내고,R ¹ represents C ₁ -C ₆ alkyl,

R³은, D-1, D-3, D-7, D-20, D-21, D-22 또는 D-24를 나타내고,R ³ represents D-1, D-3, D-7, D-20, D-21, D-22 or D-24,

Y¹은, 할로겐원자, C₁~C₆알킬, R¹⁰으로 치환된 (C₁~C₆)알킬, -OR¹¹또는 -S(O)_r2R³⁸을 나타내고, p7, p6, p5, p4, p3 또는 p2가 2 이상의 정수를 나타내는 경우는, 각각의 Y¹은 서로 동일할 수도 또는 서로 상이할 수도 있고,Y ¹ represents a halogen atom, C ₁ -C ₆ alkyl, (C ₁ -C ₆ )alkyl ^{substituted with R 10} ^{, -OR 11} or -S(O) _r2 R ³⁸ , p7, p6, p5, p4 , when p3 or p2 represents an integer of 2 or more, each Y ¹ may be the same as or different from each other,

R⁴는, -OR²⁴ 또는 -S(O)_r4R⁵⁴를 나타내고,R ⁴ represents -OR ²⁴ or -S(O) _r4 R ⁵⁴ ,

R⁵는, C₁~C₆알킬, R²⁶으로 치환된 (C₁~C₆)알킬 또는 C₁~C₆알콕시를 나타내고,R ⁵ represents C ₁ -C ₆ alkyl, (C ₁ -C ₆ )alkyl ^{substituted with R 26} _{or C 1} -C ₆ alkoxy;

R⁶은, C₁~C₆알킬 또는 -NR²⁸R²⁹를 나타내고,R ⁶ represents C ₁ -C ₆ alkyl or —NR ²⁸ R ²⁹ ,

R¹¹은, 수소원자, C₁~C₆알킬 또는 R¹²로 치환된 (C₁~C₆)알킬을 나타내고,R ¹¹ represents a hydrogen atom, C ₁ -C ₆ alkyl or (C ₁ -C ₆ )alkyl ^{substituted with R 12 ,}

R¹²는, 할로겐원자, C₂~C₆알케닐, -OR⁴⁸, -S(O)_r5R⁴⁹, 페닐, 또는 -C(=W²)R¹³을 나타내고,R ¹² represents a halogen atom, C ₂ -C ₆ alkenyl, -OR ⁴⁸ , -S(O) _r5 R ⁴⁹ , phenyl, or -C(=W ² )R ¹³ ;

R¹³은, 수소원자 또는 C₁~C₆알킬을 나타내고,R ¹³ represents a hydrogen atom or C ₁ -C ₆ alkyl,

R¹⁴는, 할로겐원자, C₂~C₆알케닐, C₁~C₆알콕시 또는 C₁~C₆알킬티오를 나타내고,R ¹⁴ represents a halogen atom, C ₂ -C ₆ alkenyl, C ₁ -C ₆ alkoxy or C ₁ -C ₆ alkylthio,

R²⁴는, C₁~C₆알킬을 나타내고,R ²⁴ represents C ₁ -C ₆ alkyl,

R²⁶은, C₁~C₆알콕시를 나타내고,R ²⁶ represents C ₁ -C ₆ alkoxy,

R²⁸ 및 R²⁹는 각각 독립적으로, C₁~C₆알킬을 나타내고,R ²⁸ and R ²⁹ each independently represent C ₁ -C ₆ alkyl,

R³⁴는, C₁~C₆알콕시 또는 -CN을 나타내고,R ³⁴ represents C ₁ -C ₆ alkoxy or —CN;

R³⁵는, C₁~C₆알킬 또는 R¹⁴로 치환된 (C₁~C₆)알킬을 나타내고,R ³⁵ represents C ₁ -C ₆ alkyl or (C ₁ -C ₆ )alkyl ^{substituted with R 14 ,}

R³⁷은, 할로겐원자, C₁~C₆알콕시 또는 C₁~C₆알킬티오를 나타내고,R ³⁷ represents a halogen atom, C ₁ -C ₆ alkoxy or C ₁ -C ₆ alkylthio;

R³⁸은, C₁~C₆알킬, C₃~C₆알케닐, C₃~C₆알키닐 또는 R³⁹로 치환된 (C₁~C₆)알킬을 나타내고,R ³⁸ represents C ₁ -C ₆ alkyl, C ₃ -C ₆ alkenyl, C ₃ -C ₆ alkynyl or (C ₁ -C ₆ )alkyl ^{substituted with R 39 ,}

R³⁹는, -OR⁵¹ 또는-S(O)_r6R⁵²를 나타내고,R ³⁹ is -OR ⁵¹ or-S(O) _r6 represents R ^{52 ,}

R⁴⁰은, C₁~C₆알킬, C₃~C₆알케닐 또는 C₃~C₆알키닐을 나타내고,R ⁴⁰ represents C ₁ -C ₆ alkyl, C ₃ -C ₆ alkenyl or C ₃ -C ₆ alkynyl,

R⁴¹은, C₁~C₆알킬, C₃~C₆알케닐, C₃~C₆알키닐 또는 R⁴⁷로 치환된 (C₁~C₆)알킬을 나타내고,R ⁴¹ represents C ₁ -C ₆ alkyl, C ₃ -C ₆ alkenyl, C ₃ -C ₆ alkynyl or (C ₁ -C ₆ )alkyl ^{substituted with R 47 ,}

R⁴⁸은, C₁~C₆알킬을 나타내고,R ⁴⁸ represents C ₁ -C ₆ alkyl,

p3은, 0, 1, 2 또는 3의 정수를 나타내고, p3 represents the integer of 0, 1, 2 or 3,

p4는, 0, 1, 2, 3, 또는 4의 정수를 나타내고,p4 represents the integer of 0, 1, 2, 3, or 4,

p5는, 0, 1, 2, 3, 4 또는 5의 정수를 나타낸다.〕p5 represents an integer of 0, 1, 2, 3, 4 or 5.]

로 표시되는 〔2〕에 기재된 피리다지논 화합물 또는 그의 염.The pyridazinone compound according to [2], or a salt thereof, represented by

〔7〕[7]

Z¹은, 할로겐원자, C₁~C₆알킬 또는 -OR³⁵를 나타내고,Z ¹ represents a halogen atom, C ₁ to C ₆ alkyl, or —OR ³⁵ ;

R¹은, C₁~C₆알킬을 나타내고,R ¹ represents C ₁ -C ₆ alkyl,

R²는, C₁~C₆알킬 또는 C₁~C₆알콕시를 나타내고,R ² represents C ₁ -C ₆ alkyl or C ₁ -C ₆ alkoxy;

R³은, D-1, D-7 또는 D-24를 나타내고,R ³ represents D-1, D-7 or D-24,

Y¹은, 할로겐원자, C₁~C₆알킬, R¹⁰으로 치환된 (C₁~C₆)알킬, -OR¹¹또는 -S(O)_r2R³⁸을 나타내고,Y ¹ represents a halogen atom, C ₁ -C ₆ alkyl, (C ₁ -C ₆ )alkyl ^{substituted with R 10} ^{, -OR 11} or -S(O) _r2 R ³⁸ ;

G는, 수소원자, C₁~C₆알킬 또는 -C(=W⁴)R⁵를 나타내고,G represents a hydrogen atom, C ₁ _{-C 6} alkyl or -C(=W ⁴ )R ⁵ ,

R⁵는, C₁~C₆알킬을 나타내고,R ⁵ represents C ₁ -C ₆ alkyl,

R¹⁰은, 할로겐원자 또는 -OR⁴⁰을 나타내고,R ¹⁰ represents a halogen atom or -OR ⁴⁰ ;

R¹²는, 할로겐원자, C₂-C₆알케닐, -OR⁴⁸, -S(O)_r5R⁴⁹ 또는 페닐을 나타내고,R ¹² represents a halogen atom, C ₂ -C ₆ alkenyl, -OR ⁴⁸ , -S(O) _r5 R ⁴⁹ or phenyl;

R³⁵는, C₁~C₆알킬을 나타내고,R ³⁵ represents C ₁ -C ₆ alkyl,

R³⁸은, C₁~C₆알킬을 나타내고,R ³⁸ represents C ₁ -C ₆ alkyl,

R⁴⁰은, C₁~C₆알킬을 나타내고,R ⁴⁰ represents C ₁ -C ₆ alkyl,

R⁴⁹는, C₁~C₆알킬을 나타낸다.〕로 표시되는, 〔6〕에 기재된 피리다지논 화합물 또는 그의 염.R ⁴⁹ represents C ₁ -C ₆ alkyl.] The pyridazinone compound according to [6] or a salt thereof.

〔8〕〔8〕

R¹은, C₁~C₆알킬을 나타내고,R ¹ represents C ₁ -C ₆ alkyl,

R²는, 수소원자, 할로겐원자 또는 C₁~C₆알킬을 나타내고,R ² represents a hydrogen atom, a halogen atom, or C ₁ to C ₆ alkyl,

R³은, D-1 또는 D-3을 나타내고,R ³ represents D-1 or D-3,

R⁴는, -OR²⁴를 나타내고,R ⁴ represents -OR ^{24 ,}

Y¹은, 수소원자, 할로겐원자, C₁~C₆알킬, R¹⁰으로 치환된 (C₁~C₆)알킬, -OR¹¹, -S(O)_r2R³⁸ 또는 -C(=W²)R¹³을 나타내고, p7, p6, p5, p4, p3 또는 p2가 2 이상의 정수를 나타내는 경우는, 각각의 Y¹은 서로 동일할 수도 또는 서로 상이할 수도 있고,Y ¹ is a hydrogen atom, a halogen atom, C ₁ -C ₆ alkyl, (C ₁ -C ₆ )alkyl ^{substituted with R 10} ^{, -OR 11} , -S(O) _r2 R ³⁸ or -C(=W ² ) R ¹³ , and when p7, p6, p5, p4, p3 or p2 represents an integer of 2 or more, each Y ¹ may be the same as or different from each other,

R⁷은, C₁~C₆알킬을 나타내고,R ⁷ represents C ₁ -C ₆ alkyl,

R¹¹은, C₁~C₆알킬, R¹²로 치환된 (C₁~C₆)알킬 또는 C₃~C₆시클로알킬을 나타내고,R ¹¹ represents C ₁ -C ₆ alkyl, (C ₁ -C ₆ )alkyl ^{substituted with R 12} _{or C 3} -C ₆ cycloalkyl,

R¹²는, 할로겐원자, C₂~C₆알케닐, C₂~C₆할로알케닐, C₂~C₆알키닐, C₃~C₆시클로알킬, R⁴⁵로 치환된 (C₃~C₆)시클로알킬, -OR⁴⁸, -S(O)_r5R⁴⁹, -CN, -C(=W²)R¹³ 또는 -ON=CR⁴²R⁴³을 나타내고,R ¹² is a halogen atom, C ₂ -C ₆ alkenyl, C ₂ -C ₆ haloalkenyl, C ₂ -C ₆ alkynyl, C ₃ -C ₆ cycloalkyl, R ⁴⁵ substituted with (C ₃ -C ₆ ) cycloalkyl, -OR ⁴⁸ , -S(O) _r5 R ⁴⁹ , -CN, -C(=W ² )R ¹³ or -ON=CR ⁴² R ⁴³ ,

R¹⁴는, 할로겐원자, C₃~C₆시클로알킬, R⁴⁵로 치환된 (C₃~C₆)시클로알킬, C₁~C₆알킬티오, C₁~C₆알킬설포닐 또는 U-1을 나타내고,R ¹⁴ is a halogen atom, C ₃ -C ₆ cycloalkyl, (C ₃ -C ₆ )cycloalkyl ^{substituted with R 45} _{, C 1} -C ₆ alkylthio, C ₁ -C ₆ alkylsulfonyl or U-1 represents,

R²⁴는, C₁~C₆알킬 또는 (C₁~C₆)알콕시(C₁~C₂)알킬을 나타내고,R ²⁴ represents C ₁ -C ₆ alkyl or (C ₁ -C ₆ )alkoxy(C ₁ -C ₂ )alkyl,

R³⁸은, C₁~C₆알킬, C₃~C₆시클로알킬 또는 R³⁹로 치환된 (C₁~C₆)알킬을 나타내고,R ³⁸ represents C ₁ -C ₆ alkyl, C ₃ -C ₆ cycloalkyl or (C ₁ -C ₆ )alkyl ^{substituted with R 39 ,}

R⁴¹은, 수소원자, C₁~C₆알킬, C₁~C₆할로알킬 또는 R⁴⁷로 치환된 (C₁~C₆)알킬을 나타내고,R ⁴¹ represents a hydrogen atom, C ₁ -C ₆ alkyl, C ₁ -C ₆ haloalkyl or (C ₁ -C ₆ )alkyl ^{substituted with R 47;}

W²는, N-OR⁷을 나타내는,W ² represents N-OR ⁷ ,

〔5〕에 기재된 피리다지논 화합물 및 그의 염.The pyridazinone compound according to [5] and a salt thereof.

〔9〕[9]

G는, 수소원자를 나타내고,G represents a hydrogen atom,

R¹¹은, C₁~C₆알킬 또는 R¹²로 치환된 (C₁~C₆)알킬을 나타내고,R ¹¹ represents C ₁ -C ₆ alkyl or (C ₁ -C ₆ )alkyl ^{substituted with R 12 ,}

R¹²는, 할로겐원자, C₂~C₆알케닐, C₂~C₆할로알케닐, C₃~C₆시클로알킬, R⁴⁵로 치환된 (C₃~C₆)시클로알킬, -OR⁴⁸, -S(O)_r5R⁴⁹ 또는 -C(=W²)R¹³을 나타내고,R ¹² is a halogen atom, C ₂ -C ₆ alkenyl, C ₂ -C ₆ haloalkenyl, C ₃ -C ₆ cycloalkyl, (C ₃ -C ₆ )cycloalkyl ^{substituted with R 45} ^{, -OR 48} , -S(O) _r5 R ⁴⁹ or -C(=W ² )R ¹³ ,

R³⁶은, C₁~C₆알킬을 나타내고,R ³⁶ represents C ₁ -C ₆ alkyl,

R³⁸은, C₁~C₆알킬 또는 R³⁹로 치환된 (C₁~C₆)알킬을 나타내고,R ³⁸ represents C ₁ -C ₆ alkyl or (C ₁ -C ₆ )alkyl ^{substituted with R 39 ,}

n은 0 또는 1의 정수를 나타내는, 〔8〕에 기재된 피리다지논 화합물 및 그의 염.The pyridazinone compound and its salt according to [8], wherein n represents an integer of 0 or 1.

〔10〕[10]

W¹은, 산소원자를 나타내고,W ¹ represents an oxygen atom,

Z¹은, C₁~C₆알킬, R²²로 치환된 (C₁~C₆)알킬, (Z⁴)_p5c로 치환된 페닐, -NR¹⁵R¹⁶, -OR³⁵, -C(=W³)R²⁰ 또는 -N=C(C₆H₅)₂를 나타내고, n이 2 이상의 정수를 나타내는 경우에는, 각각의 Z¹은 서로 동일할 수도 또는 서로 상이할 수도 있고,Z ¹ is C ₁ -C ₆ alkyl, _{(C 1} -C ₆ )alkyl ^{substituted with R 22} , phenyl substituted with ^{(Z 4} ) _p5c , -NR ¹⁵ R ¹⁶ , -OR ³⁵ , -C(=W ³ ) R ²⁰ or -N=C(C ₆ H ₅ ) ₂ , and when n represents an integer of 2 or more, each Z ¹ may be the same as or different from each other,

G는, 수소원자, C₁~C₆알킬 또는 R⁴로 치환된 (C₁~C₆)알킬을 나타내고,G represents a hydrogen atom, C ₁ -C ₆ alkyl or (C ₁ -C ₆ )alkyl ^{substituted with R 4 ,}

R²는, 수소원자, C₁~C₆알킬, C₁~C₆알콕시 또는 -NR³⁰R³¹을 나타내고,R ² represents a hydrogen atom, C ₁ -C ₆ alkyl, C ₁ -C ₆ alkoxy or —NR ³⁰ R ³¹ ;

R³은, D-1, D-3, D-4 또는 D-6을 나타내고,R ³ represents D-1, D-3, D-4 or D-6,

Y¹은, 수소원자, 할로겐원자, C₁~C₆알킬, R¹⁰으로 치환된 (C₁~C₆)알킬, -C(O)OH, -CN, -C(=W²)R¹³, 페닐 또는 트리(C₁~C₆알킬)실릴을 나타내고, p7, p6, p5, p4, p3 또는 p2가 2 이상의 정수를 나타내는 경우는, 각각의 Y¹은 서로 동일할 수도 또는 서로 상이할 수도 있고,Y ¹ is a hydrogen atom, a halogen atom, C ₁ -C ₆ alkyl, (C ₁ _{-C 6} ^{)alkyl substituted with R 10} , -C(O)OH, -CN, -C(=W ² )R ¹³ , represents phenyl or tri(C ₁ -C ₆ alkyl)silyl, and when p7, p6, p5, p4, p3 or p2 represents an integer of 2 or more, each Y ¹ may be the same as or different from each other there is,

R⁴는, 할로겐원자, -CN, C₂~C₆알케닐, C₂~C₆알키닐 또는 페닐을 나타내고,R ⁴ represents a halogen atom, -CN, C ₂ -C ₆ alkenyl, C ₂ -C ₆ alkynyl or phenyl;

R¹³은, C₁~C₆알킬 또는 C₁~C₆알콕시를 나타내고,R ¹³ represents C ₁ -C ₆ alkyl or C ₁ -C ₆ alkoxy;

R¹⁴는, 할로겐원자, C₂~C₆알케닐, C₁~C₆알콕시, C₁~C₆알킬티오 또는 C₁~C₆알킬설포닐을 나타내고,R ¹⁴ represents a halogen atom, C ₂ -C ₆ alkenyl, C ₁ -C ₆ alkoxy, C ₁ -C ₆ alkylthio or C ₁ -C ₆ alkylsulfonyl,

R¹⁵ 및 R¹⁶은 각각 독립적으로, 수소원자 또는 C₁-C₆알킬을 나타내고,R ¹⁵ and R ¹⁶ each independently represent a hydrogen atom or C ₁ -C ₆ alkyl,

R²⁰은, 수소원자 또는 C₁~C₆알킬을 나타내고,R ²⁰ represents a hydrogen atom or C ₁ -C ₆ alkyl,

R²²는, -OH 또는 C₁~C₆알콕시를 나타내고,R ²² represents -OH or C ₁ -C ₆ alkoxy,

R²⁷은, 할로겐원자 또는 C₁~C₆알콕시를 나타내고,R ²⁷ represents a halogen atom or C ₁ -C ₆ alkoxy;

R³⁰ 및 R³¹은, 수소원자를 나타내고,R ³⁰ and R ³¹ represent a hydrogen atom,

R³³은, C₁~C₆할로알킬 또는 디(C₁~C₆)알킬아미노를 나타내고,R ³³ represents C ₁ -C ₆ haloalkyl or di(C ₁ -C ₆ )alkylamino,

R³⁵는, 수소원자, C₁~C₆알킬 또는 R¹⁴로 치환된 (C₁~C₆)알킬을 나타내고,R ³⁵ represents a hydrogen atom, C ₁ -C ₆ alkyl, or (C ₁ -C ₆ )alkyl ^{substituted with R 14 ,}

R⁴⁰은, 수소원자, C₁~C₆알킬, C₃~C₆알케닐 또는 C₁~C₆할로알킬을 나타내고,R ⁴⁰ represents a hydrogen atom, C ₁ -C ₆ alkyl, C ₃ -C ₆ alkenyl or C ₁ -C ₆ haloalkyl,

R⁴¹은, 수소원자, C₁~C₆알킬 또는 C₁~C₆할로알킬을 나타내고,R ⁴¹ represents a hydrogen atom, C ₁ -C ₆ alkyl or C ₁ -C ₆ haloalkyl,

W³은, 산소원자 또는 N-OR²¹을 나타내는,W ³ represents an oxygen atom or N-OR ²¹ ;

〔3〕에 기재된 피리다지논 화합물 및 그의 염.The pyridazinone compound according to [3] and a salt thereof.

〔11〕[11]

n은, 0을 나타내는, 〔3〕에 기재된 피리다지논 화합물 및 그의 염.n represents 0, the pyridazinone compound according to [3] and a salt thereof.

〔12〕[12]

G는, 수소원자를 나타내고,G represents a hydrogen atom,

R¹은,C₁~C₆알킬을 나타내고,R ¹ is,Represents C ₁ ~ C ₆ alkyl,

R²는, 할로겐원자 또는 C₁~C₆알킬을 나타내고,R ² represents a halogen atom or C ₁ to C ₆ alkyl,

R³은, D-1을 나타내고,R ³ represents D-1,

Y¹은, 수소원자, 할로겐원자, C₁~C₆알킬, R¹⁰으로 치환된 (C₁~C₆)알킬, -OR¹¹ 또는-S(O)_r2R³⁸을 나타내고, p7, p6, p5, p4, p3 또는 p2가 2 이상의 정수를 나타내는 경우는, 각각의 Y¹은 서로 동일할 수도 또는 서로 상이할 수도 있고,Y ¹ is a hydrogen atom, a halogen atom, C ₁ -C ₆ alkyl, (C ₁ -C ₆ )alkyl ^{substituted with R 10} ^{, -OR 11} or-S(O) _r2 R ³⁸ , and when p7, p6, p5, p4, p3 or p2 represents an integer of 2 or more, each Y ¹ may be the same as or different from each other,

Z¹은, 할로겐원자 또는 -OR³⁵를 나타내고, n이 2 이상의 정수를 나타내는 경우에는, 각각의 Z¹은 서로 동일할 수도 또는 서로 상이할 수도 있고,Z ¹ represents a halogen atom or -OR ³⁵ , and when n represents an integer of 2 or more, each Z ¹ may be the same as or different from each other,

R¹⁰은, 할로겐원자를 나타내고,R ¹⁰ represents a halogen atom,

R¹²는, 할로겐원자, -OR⁴⁸ 또는 S(O)_r5R⁴⁹를 나타내고,R ¹² represents a halogen atom, -OR ⁴⁸ or S(O) _r5 R ⁴⁹ ;

R³⁹는, 할로겐원자를 나타내고,R ³⁹ represents a halogen atom,

n은 0 또는 1을 나타내는, 〔4〕에 기재된 피리다지논 화합물 및 그의 염.The pyridazinone compound and its salt according to [4], wherein n represents 0 or 1.

〔13〕[13]

Z¹은, -OR³⁵를 나타내고, n이 2 이상의 정수를 나타내는 경우에는, 각각의 Z¹은 서로 동일할 수도 또는 서로 상이할 수도 있고,Z ¹ represents -OR ³⁵ and when n represents an integer of 2 or more, each Z ¹ may be the same as or different from each other,

R¹은, C₁~C₆알킬을 나타내고,R ¹ represents C ₁ -C ₆ alkyl,

R³은, D-1, D-3 또는 D-7을 나타내고,R ³ represents D-1, D-3 or D-7,

Y¹은, 수소원자, 할로겐원자, C₁~C₆알킬, R¹⁰으로 치환된 (C₁~C₆)알킬, -OR¹¹, -S(O)_r2R³⁸, -CN 또는 -C(=W²)R¹³을 나타내고, p7, p6, p5, p4, p3 또는 p2가 2 이상의 정수를 나타내는 경우는, 각각의 Y¹은 서로 동일할 수도 또는 서로 상이할 수도 있고,Y ¹ is a hydrogen atom, a halogen atom, C ₁ -C ₆ alkyl, (C ₁ -C ₆ )alkyl ^{substituted with R 10} ^{, -OR 11} , -S(O) _r2 R ³⁸ , -CN or -C( =W ² ) R ¹³ , and when p7, p6, p5, p4, p3 or p2 represents an integer of 2 or more, each Y ¹ may be the same as or different from each other,

R⁷은, C₁~C₆알킬을 나타내고,R ⁷ represents C ₁ -C ₆ alkyl,

W²는, N-OR⁷을나타내는 〔3〕에 기재된 피리다지논 화합물 및 그의 염.W ² is N-OR ⁷ The pyridazinone compound according to [3], and a salt thereof.

〔14〕[14]

X는, 황원자를 나타내고,X represents a sulfur atom,

Z¹은, 할로겐원자를 나타내고, n이 2 이상의 정수를 나타내는 경우에는, 각각의 Z¹은 서로 동일할 수도 또는 서로 상이할 수도 있고,Z ¹ represents a halogen atom, and when n represents an integer of 2 or more, each Z ¹ may be the same as or different from each other,

R¹은, C₁~C₆알킬을 나타내고,R ¹ represents C ₁ -C ₆ alkyl,

R³은, D-1을 나타내고,R ³ represents D-1,

Y¹은, 수소원자, 할로겐원자, C₁~C₆알킬, R¹⁰으로 치환된 (C₁~C₆)알킬, -OR¹¹, -S(O)_r2R³⁸, -CN, -C(=W²)R¹³을 나타내고, p7, p6, p5, p4, p3 또는 p2가 2 이상의 정수를 나타내는 경우는, 각각의 Y¹은 서로 동일할 수도 또는 서로 상이할 수도 있고,Y ¹ is a hydrogen atom, a halogen atom, C ₁ -C ₆ alkyl, (C ₁ -C ₆ )alkyl ^{substituted with R 10} ^{, -OR 11} , -S(O) _r2 R ³⁸ , -CN, -C( =W ² ) R ¹³ , and when p7, p6, p5, p4, p3 or p2 represents an integer of 2 or more, each Y ¹ may be the same as or different from each other,

R⁷은, C₁~C₆알킬을 나타내고,R ⁷ represents C ₁ -C ₆ alkyl,

R¹³은, C₁~C₆알킬을 나타내고,R ¹³ represents C ₁ -C ₆ alkyl,

W²는, N-OR⁷을 나타내는, 〔3〕에 기재된 피리다지논 화합물 및 그의 염.W ² represents N-OR ⁷ , the pyridazinone compound according to [3] and a salt thereof.

〔15〕[15]

Z¹은, C₃~C₆시클로알킬을 나타내고, n이 2 이상의 정수를 나타내는 경우에는, 각각의 Z¹은 서로 동일할 수도 또는 서로 상이할 수도 있고,Z ¹ represents C ₃ -C ₆ cycloalkyl, and when n represents an integer of 2 or more, each Z ¹ may be the same as or different from each other,

R¹은, C₁~C₆알킬을 나타내고,R ¹ represents C ₁ -C ₆ alkyl,

R³은, D-1 또는 D-3을 나타내고,R ³ represents D-1 or D-3,

R⁷은, C₁~C₆알킬을 나타내고,R ⁷ represents C ₁ -C ₆ alkyl,

〔16〕[16]

R³은, D-1을 나타내고,R ³ represents D-1,

R¹⁰은, 할로겐원자를 나타내고,R ¹⁰ represents a halogen atom,

n은 0 또는 1의 정수를 나타내는, 〔7〕에 기재된 피리다지논 화합물 및 그의 염.The pyridazinone compound and its salt according to [7], wherein n represents an integer of 0 or 1.

〔17〕[17]

Y¹은, 수소원자, 할로겐원자 또는 -OR¹¹을 나타내고, p7, p6, p5, p4, p3 또는 p2가 2 이상의 정수를 나타내는 경우는, 각각의 Y¹은 서로 동일할 수도 또는 서로 상이할 수도 있고,Y ¹ represents a hydrogen atom, a halogen atom or -OR ¹¹ , and when p7, p6, p5, p4, p3 or p2 represents an integer of 2 or more, each Y ¹ may be the same as or different from each other. there is,

R¹¹은, R¹²로 치환된 (C₁~C₆)알킬을 나타내고,R ¹¹ represents (C ₁ -C ₆ )alkyl ^{substituted with R 12 ,}

R¹²는, 할로겐원자를 나타내고,R ¹² represents a halogen atom,

n은 0 또는 1을 나타내는, 〔9〕에 기재된 피리다지논 화합물 및 그의 염.The pyridazinone compound and its salt according to [9], wherein n represents 0 or 1.

〔18〕[18]

Y¹은, 수소원자, C₁~C₆알킬 또는 R¹⁰으로 치환된 (C₁~C₆)알킬을 나타내고, p7, p6, p5, p4, p3 또는 p2가 2 이상의 정수를 나타내는 경우는, 각각의 Y¹은 서로 동일할 수도 또는 서로 상이할 수도 있고,Y ¹ represents a hydrogen atom, C ₁ -C ₆ alkyl, or (C ₁ -C ₆ ^{)alkyl substituted with R 10} , and when p7, p6, p5, p4, p3 or p2 represents an integer of 2 or more, Each Y ¹ may be the same as or different from each other,

Z¹은, C₁~C₆알킬 또는 -OR³⁵를 나타내고, n이 2 이상의 정수를 나타내는 경우에는, 각각의 Z¹은 서로 동일할 수도 또는 서로 상이할 수도 있고,Z ¹ represents C ₁ -C ₆ alkyl or —OR ³⁵ , and when n represents an integer of 2 or more, each Z ¹ may be the same as or different from each other,

R¹⁴는, 할로겐원자 또는 C₁~C₆알콕시를 나타내고,R ¹⁴ represents a halogen atom or C ₁ -C ₆ alkoxy;

〔19〕[19]

[화학식 6][Formula 6]

Z^a는, 수소원자, 할로겐원자, C₁~C₆알킬 또는 -OR³⁵를 나타내고,Z ^a represents a hydrogen atom, a halogen atom, C ₁ to C ₆ alkyl, or —OR ³⁵ ,

Z^b는, 수소원자, 할로겐원자, C₁~C₆알킬 또는 R²²로 치환된 (C₁~C₆)알킬을 나타내고,Z ^b represents a hydrogen atom, a halogen atom, C ₁ -C ₆ alkyl, or (C ₁ -C ₆ )alkyl ^{substituted with R 22 ,}

Z^c는, 수소원자, 할로겐원자, C₁~C₆알킬, C₂~C₆알케닐, C₂~C₆알키닐, C₃~C₆시클로알킬, R²²로 치환된 (C₁~C₆)알킬, R¹⁹로 치환된 (C₂~C₆)알키닐, 페닐, (Z⁴)_p5c로 치환된 페닐, Q-3, -NR¹⁵R¹⁶, -OR³⁵, -S(O)_r1R³⁶, -CN, -C(=W³)R²⁰ 또는 -N=C(C₆H₅)₂를 나타내고, Z ^c is a hydrogen atom, a halogen atom, C ₁ -C ₆ alkyl, C ₂ -C ₆ alkenyl, C ₂ -C ₆ alkynyl, C ₃ -C ₆ cycloalkyl, R ²² substituted with (C ₁ - C ₆ )alkyl, (C ₂ -C ₆ ^{)alkynyl substituted with R 19} , phenyl, (Z ⁴ ) _{phenyl substituted with p5c} , Q-3, -NR ¹⁵ R ¹⁶ , -OR ³⁵ , -S(O ) _r1 R ³⁶ , -CN, -C(=W ³ )R ²⁰ or -N=C(C ₆ H ₅ ) ₂ ,

Z^d는, 수소원자 또는 할로겐원자를 나타내고,Z ^d represents a hydrogen atom or a halogen atom,

R¹⁹는, 트리(C₁~C₆알킬)실릴을 나타내고,R ¹⁹ represents tri(C ₁ -C ₆ alkyl)silyl,

R³³은, 디(C₁~C₆)알킬아미노를 나타내고,R ³³ represents di(C ₁ -C ₆ )alkylamino,

R⁴⁵는, 할로겐원자를 나타내고,R ⁴⁵ represents a halogen atom,

Z⁴는, 할로겐원자 또는 C₁~C₆알콕시를 나타내고, p5c가 2 이상의 정수를 나타내는 경우는, 각각의 Z⁴는 서로 동일할 수도 또는 서로 상이할 수도 있고Z ⁴ represents a halogen atom or C ₁ to C ₆ alkoxy, and when p5c represents an integer of 2 or more, each Z ⁴ may be the same as or different from each other,

r1은, 0 또는 2의 정수를 나타내고,r1 represents an integer of 0 or 2,

p5c는, 1 또는 2의 정수를 나타내고,p5c represents an integer of 1 or 2,

q3은, 0을 나타내는, 〔1〕~〔3〕에 기재된 피리다지논 화합물 또는 그의 염.q3 represents 0, the pyridazinone compound according to [1] to [3], or a salt thereof.

〔20〕[20]

W¹은, 산소원자를 나타내는, 〔1〕~〔19〕에 기재된 피리다지논 화합물 또는 그의 염.W ¹ represents an oxygen atom, the pyridazinone compound according to [1] to [19], or a salt thereof.

〔21〕[21]

W¹은, 황원자를 나타내는, 〔1〕~〔19〕에 기재된 피리다지논 화합물 또는 그의 염.W ¹ represents a sulfur atom, the pyridazinone compound according to [1] to [19], or a salt thereof.

〔22〕[22]

Z¹은, 할로겐원자, C₁~C₆알킬, C₂~C₆알케닐, C₂~C₆알키닐, C₃~C₆시클로알킬, R²²로 치환된 (C₁~C₆)알킬, R¹⁹로 치환된 (C₂~C₆)알키닐, R⁴⁴로 치환된 (C₃~C₆)시클로알킬, 페닐, (Z⁴)_p5c로 치환된 페닐, Q-3, -NR¹⁵R¹⁶, -OR³⁵, -S(O)_r1R³⁶, -CN, -NO₂, -C(O)OH, -C(=W³)R²⁰ 또는 -N=C(C₆H₅)₂를 나타내고, n이 2 이상의 정수를 나타내는 경우에는, 각각의 Z¹은 서로 동일할 수도 또는 서로 상이할 수도 있는, 〔1〕~〔21〕에 기재된 피리다지논 화합물 또는 그의 염.Z ¹ is a halogen atom, C ₁ -C ₆ alkyl, C ₂ -C ₆ alkenyl, C ₂ -C ₆ alkynyl, C ₃ -C ₆ cycloalkyl, R ²² substituted with (C ₁ -C ₆ ) Alkyl, (C ₂ -C ₆ )alkynyl ^{substituted with R 19} , (C ₃ -C ₆ ^{)cycloalkyl substituted with R 44} , phenyl, (Z ⁴ ) _{phenyl substituted with p5c} , Q-3, -NR ¹⁵ R ¹⁶ , -OR ³⁵ , -S(O) _r1 R ³⁶ , -CN, -NO ₂ , -C(O)OH, -C(=W ³ )R ²⁰ or -N=C(C ₆ H _{5 )} ) ₂ , and when n represents an integer of 2 or more, each Z ¹ may be the same as or different from each other, the pyridazinone compound or salt thereof according to [1] to [21].

〔23〕[23]

Z¹은, 할로겐원자, C₁~C₆알킬, C₂~C₆알케닐, C₂~C₆알키닐, C₃~C₆시클로알킬, R²²로 치환된 (C₁~C₆)알킬, R¹⁹로 치환된 (C₂~C₆)알키닐, 페닐, (Z⁴)_p5c로 치환된 페닐, Q-3, -NR¹⁵R¹⁶, -OR³⁵, -S(O)_r1R³⁶, -CN, -C(=W³)R²⁰ 또는 -N=C(C₆H₅)₂를 나타내고, n이 2 이상의 정수를 나타내는 경우에는, 각각의 Z¹은 서로 동일할 수도 또는 서로 상이할 수도 있는, 〔22〕에 기재된 피리다지논 화합물 또는 그의 염.Z ¹ is a halogen atom, C ₁ -C ₆ alkyl, C ₂ -C ₆ alkenyl, C ₂ -C ₆ alkynyl, C ₃ -C ₆ cycloalkyl, R ²² substituted with (C ₁ -C ₆ ) Alkyl, (C ₂ -C ₆ ^{)alkynyl substituted with R 19} , phenyl, (Z ⁴ ) _{phenyl substituted with p5c} , Q-3, -NR ¹⁵ R ¹⁶ , -OR ³⁵ , -S(O) _r1 R ³⁶ , -CN, -C(=W ³ )R ²⁰ or -N=C(C ₆ H ₅ ) ₂ , and when n represents an integer of 2 or more, each Z ¹ may be the same as each other or each other The pyridazinone compound according to [22] or a salt thereof, which may be different.

〔24〕[24]

Z¹은, 할로겐원자, C₁~C₆알킬, C₂~C₆알케닐, C₂~C₆알키닐, C₃~C₆시클로알킬, R²²로 치환된 (C₁~C₆)알킬, R¹⁹로 치환된 (C₂~C₆)알키닐, -NR¹⁵R¹⁶, -OR³⁵, -S(O)_r1R³⁶ 또는 -CN을 나타내고, n이 2 이상의 정수를 나타내는 경우에는, 각각의 Z¹은 서로 동일할 수도 또는 서로 상이할 수도 있는, 〔22〕에 기재된 피리다지논 화합물 또는 그의 염.Z ¹ is a halogen atom, C ₁ -C ₆ alkyl, C ₂ -C ₆ alkenyl, C ₂ -C ₆ alkynyl, C ₃ -C ₆ cycloalkyl, R ²² substituted with (C ₁ -C ₆ ) (C ₂ -C ₆ )alkynyl substituted with alkyl, R ¹⁹ ^{, -NR 15} R ¹⁶ , -OR ³⁵ , -S(O) _r1 R ³⁶ or -CN, and when n represents an integer of 2 or more , each Z ¹ may be the same as or different from each other, the pyridazinone compound or salt thereof according to [22].

〔25〕[25]

Z¹은, 할로겐원자, C₁~C₆알킬, -OR³⁵ 또는 -S(O)_r1R³⁶을 나타내고, n이 2 이상의 정수를 나타내는 경우에는, 각각의 Z¹은 서로 동일할 수도 또는 서로 상이할 수도 있는, 〔22〕에 기재된 피리다지논 화합물 또는 그의 염.Z ¹ represents a halogen atom, C ₁ -C ₆ alkyl, -OR ³⁵ or -S(O) _r1 R ³⁶ , and when n represents an integer of 2 or more, each Z ¹ may be the same as or each other. The pyridazinone compound according to [22] or a salt thereof, which may be different.

〔26〕[26]

Z¹은, 할로겐원자, C₁~C₆알킬 또는 -OR³⁵를 나타내고, n이 2 이상의 정수를 나타내는 경우에는, 각각의 Z¹은 서로 동일할 수도 또는 서로 상이할 수도 있는, 〔22〕에 기재된 피리다지논 화합물 또는 그의 염.Z ¹ represents a halogen atom, C ₁ to C ₆ alkyl, or —OR ³⁵ , and when n represents an integer of 2 or more, each Z ¹ is the same as or different from each other, in [22] A described pyridazinone compound or a salt thereof.

〔27〕[27]

G는, 수소원자, C₁~C₆알킬, R⁴로 치환된 (C₁~C₆)알킬, -C(=W⁴)R⁵ 또는 -S(O)₂R⁶을 나타내는, 〔1〕~〔26〕에 기재된 피리다지논 화합물 또는 그의 염.G represents a hydrogen atom, C ₁ -C ₆ alkyl, (C ₁ _{-C 6} ^{)alkyl substituted with R 4} , -C(=W ⁴ )R ⁵ or -S(O) ₂ R ⁶ , [1 ] to [26], the pyridazinone compound or a salt thereof.

〔28〕[28]

G는, 수소원자, C₁~C₆알킬 또는 -C(=W⁴)R⁵를 나타내는, 〔27〕에 기재된 피리다지논 화합물 또는 그의 염.G is a hydrogen atom, C ₁ _{-C 6} alkyl, or -C(=W ⁴ )R ^{5 The} pyridazinone compound according to [27], or a salt thereof.

〔29〕[29]

G는, 수소원자 또는 C₁~C₆알킬을 나타내는, 〔27〕에 기재된 피리다지논 화합물 또는 그의 염.G is a hydrogen atom or C ₁ -C ₆ alkyl, the pyridazinone compound according to [27] or a salt thereof.

〔30〕[30]

R¹은, C₁~C₆알킬, C₃~C₆알케닐, C₃~C₆알키닐 또는 R³⁴로 치환된 C₁~C₆알킬을 나타내는, 〔1〕~〔29〕에 기재된 피리다지논 화합물 또는 그의 염.R ¹ represents C ₁ -C ₆ alkyl, C ₃ -C ₆ alkenyl, C ₃ -C ₆ alkynyl or _{C 1} -C ₆ alkyl substituted with ^{R 34} as described in [1] to [29]. A pyridazinone compound or a salt thereof.

〔31〕[31]

R¹은, 수소원자, C₁~C₆알킬 또는 R³⁴로 치환된 C₁~C₆알킬을 나타내는, 〔30〕에 기재된 피리다지논 화합물 또는 그의 염.R ¹ is a hydrogen atom, C ₁ ~ C ₆ -pyridazinone compound or its salt according to, [30] represents a substituted C ₁ ~ C ₆ alkyl or R ^34.

〔32〕[32]

R¹은, C₁~C₆알킬을 나타내는, 〔30〕에 기재된 피리다지논 화합물 또는 그의 염. R ¹ is the pyridazinone compound according to [30] or a salt thereof, wherein _{R 1 represents C 1} to C _{6 alkyl.}

〔33〕[33]

R²는, 수소원자, 할로겐원자, C₁~C₆알킬, C₁~C₆알콕시 또는 -NR³⁰R³¹을 나타내는, 〔1〕~〔32〕에 기재된 피리다지논 화합물 또는 그의 염.R ² is a hydrogen atom, a halogen atom, C ₁ -C ₆ alkyl, C ₁ -C ₆ alkoxy, or -NR ³⁰ R ^{31 The} pyridazinone compound according to [1] to [32], or a salt thereof.

〔34〕[34]

R²는, 수소원자, 할로겐원자, C₁~C₆알킬 또는 C₁~C₆알콕시를 나타내는, 〔33〕에 기재된 피리다지논 화합물 또는 그의 염.The pyridazinone compound according to [33] or a salt thereof, wherein ^{R 2} represents a hydrogen atom, a halogen atom, C ₁ -C ₆ alkyl or C ₁ -C _{6 alkoxy.}

〔35〕[35]

R²는, C₁~C₆알킬 또는 C₁~C₆알콕시를 나타내는, 〔33〕에 기재된 피리다지논 화합물 또는 그의 염.R ² is the pyridazinone compound according to [33] or a salt thereof, wherein _{R 2 represents C 1} -C ₆ alkyl or C ₁ -C _{6 alkoxy.}

〔36〕[36]

R²는, C₁~C₆알콕시, C₃~C₆시클로알킬 또는 -NR³⁰R³¹을 나타내는, 〔33〕에 기재된 피리다지논 화합물 또는 그의 염.R ² is C ₁ -C ₆ alkoxy, C ₃ -C ₆ cycloalkyl or -NR ³⁰ R ^{31 The} pyridazinone compound according to [33], or a salt thereof.

〔37〕[37]

R²는, C₃~C₆시클로알킬 또는 -NR³⁰R³¹을나타내는, 〔33〕에 기재된 피리다지논 화합물 또는 그의 염.R ² is C ₃ -C ₆ cycloalkyl or —NR ³⁰ R ³¹ The pyridazinone compound according to [33] or a salt thereof, which is shown.

〔38〕[38]

R³은, D-1, D-2, D-3, D-4, D-5, D-6, D-7, D-8, D-9, D-10, D-13, D-14, D-15, D-16, D-17, D-18, D-19, D-20, D-21, D-22, D-23, D-24, D-25, D-26, D-27 또는 D-28을 나타내는, 〔1〕~〔37〕에 기재된 피리다지논 화합물 또는 그의 염.R ³ is D-1, D-2, D-3, D-4, D-5, D-6, D-7, D-8, D-9, D-10, D-13, D- 14, D-15, D-16, D-17, D-18, D-19, D-20, D-21, D-22, D-23, D-24, D-25, D-26, The pyridazinone compound according to [1] to [37], or a salt thereof, representing D-27 or D-28.

〔39〕[39]

R³은, D-1, D-2, D-3, D-4, D-6, D-7, D-8, D-9, D-10, D-17, D-18, D-19, D-20, D-21, D-22, D-23, D-24, D-25, D-26 또는 D-28을 나타내는, 〔38〕에 기재된 피리다지논 화합물 또는 그의 염.R ³ is D-1, D-2, D-3, D-4, D-6, D-7, D-8, D-9, D-10, D-17, D-18, D- 19, D-20, D-21, D-22, D-23, D-24, D-25, D-26 or D-28, the pyridazinone compound according to [38], or a salt thereof.

〔40〕[40]

R³은, D-1, D-2, D-3, D-4, D-5, D-6, D-7, D-8, D-9, D-10, D-17, D-18, D-20, D-21, D-22, D-23, D-24 또는 D-28을 나타내는, 〔38〕에 기재된 피리다지논 화합물 또는 그의 염.R ³ is, D-1, D-2, D-3, D-4, D-5, D-6, D-7, D-8, D-9, D-10, D-17, D- 18, D-20, D-21, D-22, D-23, D-24 or D-28, the pyridazinone compound according to [38], or a salt thereof.

〔41〕[41]

R³은, D-1, D-3, D-7, D-20, D-21, D-22 또는 D-24를 나타내는, 〔38〕에 기재된 피리다지논 화합물 또는 그의 염.R ³ represents D-1, D-3, D-7, D-20, D-21, D-22 or D-24, the pyridazinone compound according to [38], or a salt thereof.

〔42〕[42]

R³은, D-1, D-7 또는 D-24를 나타내는, 〔38〕에 기재된 피리다지논 화합물 또는 그의 염.The pyridazinone compound according to [38] or a salt thereof, wherein ^{R 3 represents D-1, D-7 or D-24.}

〔43〕[43]

R³은, D-1을 나타내는, 〔38〕에 기재된 피리다지논 화합물 또는 그의 염.The pyridazinone compound according to [38], or a salt thereof, wherein ^{R 3 represents D-1.}

〔44〕[44]

R³은, D-3을 나타내는, 〔38〕에 기재된 피리다지논 화합물 또는 그의 염.R ³ represents D-3, the pyridazinone compound according to [38] or a salt thereof.

〔45〕[45]

R³은, D-7을 나타내는, 〔38〕에 기재된 피리다지논 화합물 또는 그의 염.R ³ represents D-7, the pyridazinone compound according to [38] or a salt thereof.

〔46〕[46]

R³은, D-24를 나타내는, 〔38〕에 기재된 피리다지논 화합물 또는 그의 염.The pyridazinone compound according to [38] or a salt thereof, wherein ^{R 3 represents D-24.}

〔47〕[47]

Y¹은, 수소원자, 할로겐원자, C₁~C₆알킬, C₂~C₆알케닐, C₂~C₆알키닐, C₃~C₆시클로알킬, C₂~C₆할로알케닐, C₂~C₆할로알키닐, R¹⁰으로 치환된 (C₁~C₆)알킬, R⁴⁴로 치환된 C₃~C₆시클로알킬, -OR¹¹, -S(O)_r2R³⁸, -NR⁸R⁹, -CN, -NO₂, -C(O)OH, -C(=W²)R¹³, 페닐, (Z⁴)_p5c로 치환된 페닐 또는 트리(C₁~C₆알킬)실릴을 나타내고, p7, p6, p5, p4, p3 또는 p2가 2 이상의 정수를 나타내는 경우는, 각각의 Y¹은 서로 동일할 수도 또는 서로 상이할 수도 있는, 〔1〕~〔46〕에 기재된 피리다지논 화합물 또는 그의 염.Y ¹ is a hydrogen atom, a halogen atom, C ₁ -C ₆ alkyl, C ₂ -C ₆ alkenyl, C ₂ -C ₆ alkynyl, C ₃ -C ₆ cycloalkyl, C ₂ -C ₆ haloalkenyl, C ₂ -C ₆ Haloalkynyl, (C ₁ -C ₆ )alkyl ^{substituted with R 10} _{, C 3} -C ₆ cycloalkyl substituted with ^{R 44} , -OR ¹¹ , -S(O) _r2 R ³⁸ , - Phenyl or tri(C ₁ -C ₆ alkyl) substituted with NR ⁸ R ⁹ , -CN, -NO ₂ , -C(O)OH, -C(=W ² )R ¹³ , phenyl, (Z ⁴ ) _p5c represents silyl, and when p7, p6, p5, p4, p3 or p2 represents an integer of 2 or more, each Y ¹ may be the same as or different from each other. Dazinone compound or a salt thereof.

〔48〕[48]

Y¹은, 수소원자, 할로겐원자, C₁~C₆알킬, C₂~C₆알케닐, R¹⁰으로 치환된 (C₁~C₆)알킬, -C(O)OH, -OR¹¹, -S(O)_r2R³⁸, -NR⁸R⁹, -CN, -NO₂, -C(=W²)R¹³, 페닐 또는 트리(C₁~C₆알킬)실릴을 나타내고, p7, p6, p5, p4, p3 또는 p2가 2 이상의 정수를 나타내는 경우는, 각각의 Y¹은 서로 동일할 수도 또는 서로 상이할 수도 있는, 〔47〕에 기재된 피리다지논 화합물 또는 그의 염.Y ¹ is a hydrogen atom, a halogen atom, C ₁ -C ₆ alkyl, C ₂ -C ₆ alkenyl, (C ₁ _{-C 6} ^{)alkyl substituted with R 10} , -C(O)OH, -OR ¹¹ , -S(O) _r2 R ³⁸ , -NR ⁸ R ⁹ , -CN, -NO ₂ , -C(=W ² )R ¹³ , phenyl or tri(C ₁ -C ₆ alkyl)silyl, p7, p6 , p5, p4, p3 or p2 represents an integer of 2 or more, each Y ¹ may be the same as or different from each other, the pyridazinone compound or salt thereof according to [47].

〔49〕[49]

Y¹은, 할로겐원자, C₁~C₆알킬, C₂~C₆알케닐, R¹⁰으로 치환된 (C₁~C₆)알킬, -OR¹¹, -S(O)_r2R³⁸, -NR⁸R⁹, -CN, -NO₂ 또는 -C(=W²)R¹³을 나타내고, p7, p6, p5, p4, p3 또는 p2가 2 이상의 정수를 나타내는 경우는, 각각의 Y¹은 서로 동일할 수도 또는 서로 상이할 수도 있는, 〔47〕에 기재된 피리다지논 화합물 또는 그의 염.Y ¹ is a halogen atom, C ₁ -C ₆ alkyl, C ₂ -C ₆ alkenyl, (C ₁ -C ₆ )alkyl ^{substituted with R 10} ^{, -OR 11} , -S(O) _r2 R ³⁸ , - NR ⁸ R ⁹ , -CN, -NO ₂ or -C(=W ² )R ¹³ , and when p7, p6, p5, p4, p3 or p2 represents an integer of 2 or more, each Y ¹ is mutually The pyridazinone compound or a salt thereof according to [47], which may be the same or different from each other.

〔50〕[50]

Y¹은, 할로겐원자, C₁~C₆알킬, R¹⁰으로 치환된 (C₁~C₆)알킬, -OR¹¹ 또는 -S(O)_r2R³⁸을 나타내고, p7, p6, p5, p4, p3 또는 p2가 2 이상의 정수를 나타내는 경우는, 각각의 Y¹은 서로 동일할 수도 또는 서로 상이할 수도 있는, 〔47〕에 기재된 피리다지논 화합물 또는 그의 염. Y ¹ represents a halogen atom, C ₁ -C ₆ alkyl, (C ₁ -C ₆ )alkyl ^{substituted with R 10} ^{, -OR 11} or -S(O) _r2 R ³⁸ , p7, p6, p5, p4 , p3 or p2 represents an integer of 2 or more, each Y ¹ may be the same as or different from each other, the pyridazinone compound or salt thereof according to [47].

〔51〕[51]

Y¹은, 할로겐원자, C₁~C₆알킬, R¹⁰으로 치환된 (C₁~C₆)알킬 또는 -OR¹¹을 나타내고, p7, p6, p5, p4, p3 또는 p2가 2 이상의 정수를 나타내는 경우는, 각각의 Y¹은 서로 동일할 수도 또는 서로 상이할 수도 있는, 〔47〕에 기재된 피리다지논 화합물 또는 그의 염.Y ¹ represents a halogen atom, C ₁ -C ₆ alkyl, (C ₁ -C ₆ )alkyl ^{substituted with R 10} ^{or -OR 11} , and p7, p6, p5, p4, p3 or p2 represents an integer of 2 or more When indicated, each Y ¹ may be the same as or different from each other, the pyridazinone compound or salt thereof according to [47].

〔52〕[52]

Y¹은, 수소원자, 할로겐원자, C₁~C₆알킬, R¹⁰으로 치환된 (C₁~C₆)알킬, -C(O)OH, -CN, -C(=W²)R¹³, 페닐 또는 트리(C₁~C₆알킬)실릴을 나타내고, p7, p6, p5, p4, p3 또는 p2가 2 이상의 정수를 나타내는 경우는, 각각의 Y¹은 서로 동일할 수도 또는 서로 상이할 수도 있는, 〔47〕에 기재된 피리다지논 화합물 또는 그의 염.Y ¹ is a hydrogen atom, a halogen atom, C ₁ -C ₆ alkyl, (C ₁ _{-C 6} ^{)alkyl substituted with R 10} , -C(O)OH, -CN, -C(=W ² )R ¹³ , represents phenyl or tri(C ₁ -C ₆ alkyl)silyl, and when p7, p6, p5, p4, p3 or p2 represents an integer of 2 or more, each Y ¹ may be the same as or different from each other The pyridazinone compound according to [47] or a salt thereof.

〔53〕[53]

Y¹은, 수소원자, C₁~C₆알킬 또는 R¹⁰으로 치환된 (C₁~C₆)알킬을 나타내고, p7, p6, p5, p4, p3 또는 p2가 2 이상의 정수를 나타내는 경우는, 각각의 Y¹은 서로 동일할 수도 또는 서로 상이할 수도 있는, 〔47〕에 기재된 피리다지논 화합물 또는 그의 염.Y ¹ represents a hydrogen atom, C ₁ -C ₆ alkyl, or (C ₁ -C ₆ ^{)alkyl substituted with R 10} , and when p7, p6, p5, p4, p3 or p2 represents an integer of 2 or more, Each Y ¹ may be the same as or different from each other, The pyridazinone compound or salt thereof according to [47].

〔54〕[54]

Y¹은, 수소원자, 할로겐원자, C₁~C₆알킬, 페닐 또는 트리(C₁~C₆알킬)실릴을 나타내고, p7, p6, p5, p4, p3 또는 p2가 2 이상의 정수를 나타내는 경우는, 각각의 Y¹은 서로 동일할 수도 또는 서로 상이할 수도 있는, 〔47〕에 기재된 피리다지논 화합물 또는 그의 염.Y ¹ represents a hydrogen atom, a halogen atom, C ₁ to C ₆ alkyl, phenyl or tri(C ₁ to C ₆ alkyl)silyl, and when p7, p6, p5, p4, p3 or p2 represents an integer of 2 or more is the pyridazinone compound according to [47] or a salt thereof, wherein each ^{Y 1 may be the same as or different from each other.}

〔55〕[55]

Y¹은, -OR¹¹ 또는 -S(O)_r2R³⁸을 나타내고, p7, p6, p5, p4, p3 또는 p2가 2 이상의 정수를 나타내는 경우는, 각각의 Y¹은 서로 동일할 수도 또는 서로 상이할 수도 있는, 〔47〕에 기재된 피리다지논 화합물 또는 그의 염.Y ¹ represents -OR ¹¹ or -S(O) _r2 R ³⁸ , and when p7, p6, p5, p4, p3 or p2 represents an integer of 2 or more, each Y ¹ may be the same as or mutually The pyridazinone compound according to [47] or a salt thereof, which may be different.

〔56〕[56]

Y¹은, 수소원자, 할로겐원자 또는 -OR¹¹을 나타내고, p7, p6, p5, p4, p3 또는 p2가 2 이상의 정수를 나타내는 경우는, 각각의 Y¹은 서로 동일할 수도 또는 서로 상이할 수도 있는, 〔47〕에 기재된 피리다지논 화합물 또는 그의 염.Y ¹ represents a hydrogen atom, a halogen atom or -OR ¹¹ , and when p7, p6, p5, p4, p3 or p2 represents an integer of 2 or more, each Y ¹ may be the same as or different from each other. The pyridazinone compound according to [47] or a salt thereof.

〔57〕[57]

R⁴는, 할로겐원자, -CN, C₂~C₆알케닐, C₂~C₆할로알케닐, C₂~C₆알키닐, C₂~C₆할로알키닐, C₃~C₆시클로알킬, R⁴⁴로 치환된 (C₃~C₆)시클로알킬, -OR²⁴, -S(O)_r4R⁵⁴, -C(O)R²³, 페닐, 또는 (Z⁴)_p5c로 치환된 페닐을 나타내는, 〔1〕~〔56〕에 기재된 피리다지논 화합물 또는 그의 염.R ⁴ is a halogen atom, -CN, C ₂ -C ₆ alkenyl, C ₂ -C ₆ haloalkenyl, C ₂ -C ₆ alkynyl, C ₂ -C ₆ haloalkynyl, C ₃ -C ₆ cyclo Alkyl, (C ₃ -C ₆ )cycloalkyl ^{substituted with R 44} ^{, -OR 24} , -S(O) _r4 R ⁵⁴ , -C(O)R ²³ , phenyl, or phenyl substituted with ^{(Z 4} ) _p5c The pyridazinone compound according to [1] to [56], or a salt thereof, wherein

〔58〕[58]

R⁴는, 할로겐원자, -CN, C₂~C₆알케닐, C₂~C₆알키닐, -OR²⁴, -S(O)_r4R⁵⁴, -C(O)R²³ 또는 페닐을 나타내는, 〔57〕에 기재된 피리다지논 화합물 또는 그의 염.R ⁴ represents a halogen atom, -CN, C ₂ -C ₆ alkenyl, C ₂ -C ₆ alkynyl, -OR ²⁴ , -S(O) _r4 R ⁵⁴ , -C(O)R ²³ or phenyl , the pyridazinone compound according to [57] or a salt thereof.

〔59〕[59]

R⁴는,-OR²⁴ 또는 -S(O)_r4R⁵⁴를 나타내는, 〔57〕에 기재된 피리다지논 화합물 또는 그의 염.R ⁴ is,The pyridazinone compound according to [57], or a salt thereof, wherein -OR ²⁴ or -S(O) _r4 R ^{54 is represented.}

〔60〕[60]

R⁵는, C₁~C₆알킬, R²⁶으로 치환된 (C₁~C₆)알킬, C₂~C₆알케닐, C₂~C₆알키닐, C₁~C₆알콕시, -OR⁵⁸, -SR⁵⁹, C₃~C₆시클로알킬, R⁴⁴로 치환된 C₃~C₆시클로알킬, -NR⁵⁶R⁵⁷, U-1, U-6, U-7, U-8, Q-1, Q-2, Q-3, Q-4, Q-5, Q-7, Q-8, Q-9, Q-10, Q-17, Q-18, Q-19, Q-20, 페닐, (Z²)_p5a로 치환된 페닐 또는 -C(O)R⁵³을 나타내는, 〔1〕~〔59〕에 기재된 피리다지논 화합물 또는 그의 염.R ⁵ is, C ₁ -C ₆ alkyl, (C ₁ -C ₆ )alkyl ^{substituted with R 26} _{, C 2} -C ₆ alkenyl, C ₂ -C ₆ alkynyl, C ₁ -C ₆ alkoxy, -OR ^{^{_{58, -SR 59, C 3 ~}}} C 6 cycloalkyl, C ₃ ~ C ₆ ^{^{cycloalkyl, -NR 56 R 57, U-}} 1, U-6, U-7, U-8 is substituted by R ^44, Q -1, Q-2, Q-3, Q-4, Q-5, Q-7, Q-8, Q-9, Q-10, Q-17, Q-18, Q-19, Q-20 , phenyl, (Z ² ) The pyridazinone compound according to [1] to [59], or a salt thereof, which represents _{phenyl substituted with p5a} or -C(O)R ^{53 .}

〔61〕[61]

R⁵는, C₁~C₆알킬, R²⁶으로 치환된 (C₁~C₆)알킬, C₂~C₆알케닐, C₂~C₆알키닐, C₁~C₆알콕시, -OR⁵⁸, -SR⁵⁹, C₃~C₆시클로알킬, -NR⁵⁶R⁵⁷, U-1, U-6, Q-2, Q-4, 페닐, (Z²)_p5a로 치환된 페닐 또는 -C(O)R⁵³을 나타내는, 〔60〕에 기재된 피리다지논 화합물 또는 그의 염.R ⁵ is, C ₁ -C ₆ alkyl, (C ₁ -C ₆ )alkyl ^{substituted with R 26} _{, C 2} -C ₆ alkenyl, C ₂ -C ₆ alkynyl, C ₁ -C ₆ alkoxy, -OR ⁵⁸ , -SR ⁵⁹ , C ₃ -C ₆ cycloalkyl, -NR ⁵⁶ R ⁵⁷ , U-1, U-6, Q-2, Q-4, phenyl, (Z ² ) phenyl substituted with _{p5a or -C} (O) The pyridazinone compound according to [60], or a salt thereof, wherein ^{R 53 is represented.}

〔62〕[62]

R⁵는, C₁~C₆알킬, R²⁶으로 치환된 (C₁~C₆)알킬 또는 C₁~C₆알콕시를 나타내는, 〔60〕에 기재된 피리다지논 화합물 또는 그의 염.The pyridazinone compound according to [60], or a salt thereof, wherein ^{R 5} represents C ₁ -C ₆ alkyl, (C ₁ -C ₆ )alkyl ^{substituted with R 26} _{or C 1} -C _{6 alkoxy.}

〔63〕[63]

R⁵는, C₁~C₆알킬을 나타내는, 〔60〕에 기재된 피리다지논 화합물 또는 그의 염.R ⁵ represents C ₁ -C ₆ alkyl, the pyridazinone compound according to [60] or a salt thereof.

〔64〕[64]

R⁶은, C₁~C₆알킬, C₁~C₆할로알킬, 페닐, (Z²)_p5a로 치환된 페닐 또는 -NR²⁸R²⁹를 나타내는, 〔1〕~〔63〕에 기재된 피리다지논 화합물 또는 그의 염.R ⁶ is C ₁ -C ₆ alkyl, C ₁ -C ₆ haloalkyl, phenyl, phenyl substituted with ^{(Z 2} ) _p5a ^{or -NR 28} R ²⁹ , the pyridine according to [1] to [63] A zinone compound or a salt thereof.

〔65〕[65]

R⁶은, C₁~C₆알킬, (Z²)_p5a로 치환된 페닐 또는 -NR²⁸R²⁹를 나타내는, 〔64〕에 기재된 피리다지논 화합물 또는 그의 염.The pyridazinone compound according to [64], or a salt thereof, wherein ^{R 6} represents C ₁ -C ₆ alkyl, phenyl substituted with ^{(Z 2} ) _p5a ^{, or —NR 28} R ^{29 .}

〔66〕[66]

R⁶은, C₁~C₆알킬 또는 -NR²⁸R²⁹를 나타내는, 〔64〕에 기재된 피리다지논 화합물 또는 그의 염.R ⁶ represents C ₁ -C ₆ alkyl or —NR ²⁸ R ^{29 The} pyridazinone compound according to [64], or a salt thereof.

〔67〕[67]

R⁷은, 수소원자, C₁~C₆알킬, C₃~C₆알케닐, C₃~C₆알키닐, C₁~C₆할로알킬, C₁~C₆알콕시(C₁~C₂)알킬 또는 C₁~C₆알킬티오(C₁~C₂)알킬을 나타내는, 〔1〕~〔66〕에 기재된 피리다지논 화합물 또는 그의 염.R ⁷ is a hydrogen atom, C ₁ -C ₆ alkyl, C ₃ -C ₆ alkenyl, C ₃ -C ₆ alkynyl, C ₁ -C ₆ haloalkyl, C ₁ -C ₆ alkoxy (C ₁ -C ₂ ) The pyridazinone compound according to [1] to [66], or a salt thereof, representing alkyl or C ₁ -C ₆ alkylthio(C ₁ -C _{2 )alkyl.}

〔68〕[68]

R⁷은, 수소원자 또는 C₁~C₆알킬을 나타내는, 〔67〕에 기재된 피리다지논 화합물 또는 그의 염.The pyridazinone compound according to [67] or a salt thereof, wherein ^{R 7} represents a hydrogen atom or C ₁ to C _{6 alkyl.}

〔69〕[69]

R¹⁰은, 할로겐원자, -OR⁴⁰, -S(O)_r3R⁴¹, C₃-C₆시클로알킬 또는 R⁴⁴로 치환된 (C₃~C₆)시클로알킬을 나타내는, 〔1〕~〔68〕에 기재된 피리다지논 화합물 또는 그의 염.R ¹⁰ represents a halogen atom, -OR ⁴⁰ , -S(O) _r3 R ⁴¹ , C ₃ -C ₆ cycloalkyl or (C ₃ -C ₆ ^{)cycloalkyl substituted with R 44} , [1] to [ 68], or a salt thereof.

〔70〕[70]

R¹⁰은, 할로겐원자, -OR⁴⁰ 또는 -S(O)_r3R⁴¹을 나타내는, 〔69〕에 기재된 피리다지논 화합물 또는 그의 염.The pyridazinone compound according to [69], or a salt thereof ^{, wherein R 10} represents a halogen atom, -OR ⁴⁰ or -S(O) _r3 R ^{41 .}

〔71〕[71]

R¹⁰은, 할로겐원자 또는 -OR⁴⁰을 나타내는, 〔69〕에 기재된 피리다지논 화합물 또는 그의 염.The pyridazinone compound according to [69] or a salt thereof, ^{wherein R 10} represents a halogen atom or —OR ^40;

〔72〕[72]

R¹¹은, 수소원자, C₁~C₆알킬, R¹²로 치환된 (C₁~C₆)알킬, C₃~C₆시클로알킬, R⁴⁴로 치환된 (C₃~C₆)시클로알킬, 페닐, (Z⁴)_p5c로 치환된 페닐, C₁~C₆알킬설포닐, C₁~C₆할로알킬설포닐, U-2, U-4, Q-17, Q-18 또는 Q-19를 나타내는, 〔1〕~〔71〕에 기재된 피리다지논 화합물 또는 그의 염.R ¹¹ is a hydrogen atom, C ₁ -C ₆ alkyl, (C ₁ -C ₆ )alkyl ^{substituted with R 12} _{, C 3} -C ₆ cycloalkyl, (C ₃ -C ₆ )cycloalkyl ^{substituted with R 44} , phenyl, (Z ⁴ ) phenyl substituted with _p5c _{, C 1} -C ₆ alkylsulfonyl, C ₁ -C ₆ haloalkylsulfonyl, U-2, U-4, Q-17, Q-18 or Q- 19, the pyridazinone compound according to [1] to [71], or a salt thereof.

〔73〕[73]

R¹¹은, 수소원자, C₁~C₆알킬, R¹²로 치환된 (C₁~C₆)알킬, C₃~C₆시클로알킬, 페닐, C₁~C₆알킬설포닐, C₁~C₆할로알킬설포닐, U-2, U-4 또는 Q-17을 나타내는, 〔72〕에 기재된 피리다지논 화합물 또는 그의 염.R ¹¹ is a hydrogen atom, C ₁ ~C ₆ alkyl, (C ₁ ~C ₆ )alkyl ^{substituted with R 12} _{, C 3} ~C ₆ cycloalkyl, phenyl, C ₁ ~C ₆ alkylsulfonyl, C ₁ ~ The pyridazinone compound according to [72] or a salt thereof, which represents _{C 6 haloalkylsulfonyl, U-2, U-4 or Q-17.}

〔74〕[74]

R¹¹은, 수소원자, C₁~C₆알킬, R¹²로 치환된 (C₁~C₆)알킬, C₃~C₆시클로알킬, 페닐, C₁~C₆알킬설포닐, C₁~C₆할로알킬설포닐, U-2 또는 U-4를 나타내는, 〔72〕에 기재된 피리다지논 화합물 또는 그의 염.R ¹¹ is a hydrogen atom, C ₁ ~C ₆ alkyl, (C ₁ ~C ₆ )alkyl ^{substituted with R 12} _{, C 3} ~C ₆ cycloalkyl, phenyl, C ₁ ~C ₆ alkylsulfonyl, C ₁ ~ The pyridazinone compound according to [72] or a salt thereof, which represents _{C 6 haloalkylsulfonyl, U-2 or U-4.}

〔75〕[75]

R¹¹은, C₁~C₆알킬 또는 R¹²로 치환된 (C₁~C₆)알킬을 나타내는, 〔72〕에 기재된 피리다지논 화합물 또는 그의 염.The pyridazinone compound according to [72], or a salt thereof, wherein ^{R 11} represents C ₁ -C ₆ alkyl or (C ₁ -C ₆ ^{)alkyl substituted with R 12 .}

〔76〕[76]

R¹²는, 할로겐원자, C₂~C₆알케닐, C₂~C₆할로알케닐, C₂~C₆알키닐, C₂~C₆할로알키닐, C₃~C₆시클로알킬, R⁴⁵로 치환된 (C₃~C₆)시클로알킬, -OR⁴⁸, -S(O)_r5R⁴⁹, -CN, 페닐, (Z³)_p5b로 치환된 페닐, -C(=W²)R¹³, U-1, U-2, U-3, Q-1, Q-2, Q-3, Q-4, Q-5, Q-18 또는 -ON=CR⁴²R⁴³을 나타내는, 〔1〕~〔75〕에 기재된 피리다지논 화합물 또는 그의 염.R ¹² is a halogen atom, C ₂ -C ₆ alkenyl, C ₂ -C ₆ haloalkenyl, C ₂ -C ₆ alkynyl, C ₂ -C ₆ haloalkynyl, C ₃ -C ₆ cycloalkyl, R (C ₃ -C ₆ )cycloalkyl ^{substituted with 45} ^{, -OR 48} , -S(O) _r5 R ⁴⁹ , -CN, phenyl, ^{phenyl substituted with (Z 3} ) _p5b , -C(=W ² )R ¹³ , U-1, U-2, U-3, Q-1, Q-2, Q-3, Q-4, Q-5, Q-18 or -ON=CR ⁴² R ⁴³ , [1 ] to [75], the pyridazinone compound or a salt thereof.

〔77〕[77]

R¹²는, 할로겐원자, C₂~C₆알케닐, C₂~C₆할로알케닐, C₂~C₆알키닐, C₃~C₆시클로알킬, R⁴⁵로 치환된 (C₃~C₆)시클로알킬, -OR⁴⁸, -S(O)_r5R⁴⁹, -CN, 페닐, -C(=W²)R¹³, U-3, Q-1 또는 -ON=CR⁴²R⁴³을 나타내는, 〔76〕에 기재된 피리다지논 화합물 또는 그의 염.R ¹² is a halogen atom, C ₂ -C ₆ alkenyl, C ₂ -C ₆ haloalkenyl, C ₂ -C ₆ alkynyl, C ₃ -C ₆ cycloalkyl, R ⁴⁵ substituted with (C ₃ -C ₆ ) cycloalkyl, -OR ⁴⁸ , -S(O) _r5 R ⁴⁹ , -CN, phenyl, -C(=W ² )R ¹³ , U-3, Q-1 or -ON=CR ⁴² R ⁴³ , the pyridazinone compound according to [76] or a salt thereof.

〔78〕[78]

R¹²는, 할로겐원자, C₂~C₆알케닐, -OR⁴⁸, -S(O)_r5R⁴⁹ 또는 -C(=W²)R¹³을나타내는, 〔76〕에 기재된 피리다지논 화합물 또는 그의 염.R ¹² is a halogen atom, C ₂ -C ₆ alkenyl, -OR ⁴⁸ , -S(O) _r5 R ⁴⁹ or -C(=W ² )R ¹³ The pyridazinone compound according to [76] or a salt thereof, which is shown.

〔79〕[79]

R¹²는, 할로겐원자, C₂-C₆알케닐, -OR⁴⁸ 또는 -S(O)_r5R⁴⁹를 나타내는, 〔76〕에 기재된 피리다지논 화합물 또는 그의 염.The pyridazinone compound according to [76], or a salt thereof ^{, wherein R 12} represents a halogen atom, C ₂ -C ₆ alkenyl, -OR ⁴⁸ or -S(O) _r5 R ^{49 .}

〔80〕[80]

R¹³은, C₁~C₆알킬, C₁~C₆알콕시 또는 C₁~C₆할로알킬아미노를 나타내는, 〔1〕~〔79〕에 기재된 피리다지논 화합물 또는 그의 염.R ¹³ is the pyridazinone compound according to [1] to [79], or a salt thereof, wherein _{R 13 represents C 1} -C ₆ alkyl, C ₁ -C ₆ alkoxy, or C ₁ -C _{6 haloalkylamino.}

〔81〕[81]

R¹³은, 수소원자 또는 C₁~C₆알킬을 나타내는, 〔80〕에 기재된 피리다지논 화합물 또는 그의 염.The pyridazinone compound according to [80] or a salt thereof, wherein ^{R 13} represents a hydrogen atom or C ₁ -C _{6 alkyl.}

〔82〕[82]

R¹⁴는, 할로겐원자, C₂~C₆알케닐, C₂~C₆알키닐, C₃~C₆시클로알킬, C₂~C₆할로알케닐, C₂~C₆할로알키닐, R⁴⁵로 치환된 (C₃~C₆)시클로알킬, C₁~C₆알콕시, C₁~C₆알킬티오, C₁~C₆알킬설피닐, C₁~C₆알킬설포닐, 페닐, (Z⁴)_p5c로 치환된 페닐, -CN, U-1, U-2, U-3, U-9, Q-17, Q-18, Q-19 또는 Q-20을 나타내는, 〔1〕~〔81〕에 기재된 피리다지논 화합물 또는 그의 염.R ¹⁴ is a halogen atom, C ₂ -C ₆ alkenyl, C ₂ -C ₆ alkynyl, C ₃ -C ₆ cycloalkyl, C ₂ -C ₆ haloalkenyl, C ₂ -C ₆ haloalkynyl, R (C ₃ ~C ₆ )cycloalkyl ^{substituted with 45} _{, C 1} ~C ₆ alkoxy, C ₁ ~C ₆ alkylthio, C ₁ ~C ₆ alkylsulfinyl, C ₁ ~C ₆ alkylsulfonyl, phenyl, ( Z ⁴ ) phenyl, -CN, U-1, U-2, U-3, U-9, Q-17, Q-18, Q-19 or Q-20 substituted with _{p5c, [1] to} The pyridazinone compound or a salt thereof according to [81].

〔83〕[83]

R¹⁴는, 할로겐원자, C₂~C₆알케닐, C₃~C₆시클로알킬, R⁴⁵로 치환된 (C₃~C₆)시클로알킬, C₁~C₆알콕시, C₁~C₆알킬티오, C₁~C₆알킬설포닐, 페닐 또는 U-1을 나타내는, 〔82〕에 기재된 피리다지논 화합물 또는 그의 염.R ¹⁴ is a halogen atom, C ₂ -C ₆ alkenyl, C ₃ -C ₆ cycloalkyl, (C ₃ -C ₆ )cycloalkyl ^{substituted with R 45} _{, C 1} -C ₆ alkoxy, C ₁ -C ₆ The pyridazinone compound according to [82] or a salt thereof, which represents alkylthio, C ₁ to C _{6 alkylsulfonyl, phenyl or U-1.}

〔84〕[84]

R¹⁴는, 할로겐원자, C₂~C₆알케닐, C₁~C₆알콕시 또는 C₁~C₆알킬티오를 나타내는, 〔82〕에 기재된 피리다지논 화합물 또는 그의 염.The pyridazinone compound according to [82] or a salt thereof, wherein ^{R 14} represents a halogen atom, C ₂ -C ₆ alkenyl, C ₁ -C ₆ alkoxy or C ₁ -C _{6 alkylthio.}

〔85〕[85]

R¹⁵ 및 R¹⁶은 각각 독립적으로, 수소원자, C₁-C₆알킬, -C(O)R¹⁷ 또는 -S(O)₂R¹⁸을 나타내는, 〔1〕~〔84〕에 기재된 피리다지논 화합물 또는 그의 염.R ¹⁵ and R ¹⁶ each independently represent a hydrogen atom, C ₁ -C ₆ alkyl, —C(O)R ¹⁷ or —S(O) ₂ R ^18; A zinone compound or a salt thereof.

〔86〕[86]

R¹⁵ 및 R¹⁶은 각각 독립적으로, 수소원자 또는 C₁-C₆알킬을 나타내는, 〔85〕에 기재된 피리다지논 화합물 또는 그의 염.R ¹⁵ and R ¹⁶ each independently represent a hydrogen atom or C ₁ -C ₆ alkyl, the pyridazinone compound according to [85], or a salt thereof.

〔87〕[87]

R¹⁷은, C₁~C₆알킬, C₁~C₆알콕시 또는 C₁~C₆알콕시(C₁~C₂)알킬을 나타내는, 〔1〕~〔86〕에 기재된 피리다지논 화합물 또는 그의 염.R ¹⁷ is C ₁ -C ₆ alkyl, C ₁ -C ₆ alkoxy or C ₁ -C ₆ alkoxy(C ₁ -C ₂ )alkyl, the pyridazinone compound according to [1] to [86], or its salt.

〔88〕 [88]

R²²는, 할로겐원자, -OH, C₁~C₆알콕시, C₁~C₆할로알콕시, C₁~C₆알킬티오, C₁~C₆할로알킬티오 또는 -CN을 나타내는, 〔1〕~〔87〕에 기재된 피리다지논 화합물 또는 그의 염.R ²² represents a halogen atom, -OH, C ₁ -C ₆ alkoxy, C ₁ -C ₆ haloalkoxy, C ₁ -C ₆ alkylthio, C ₁ -C ₆ haloalkylthio or -CN, [1] The pyridazinone compound according to to [87] or a salt thereof.

〔89〕[89]

R²²는, 할로겐원자, -OH 또는 C₁~C₆알콕시를 나타내는, 〔88〕에 기재된 피리다지논 화합물 또는 그의 염.The pyridazinone compound according to [88] or a salt thereof, wherein ^{R 22} represents a halogen atom, —OH, or C ₁ to C _{6 alkoxy.}

〔90〕[90]

R²³은, C₁~C₆알킬, C₁~C₆알콕시, 디(C₁~C₆)알킬아미노, 페닐, (Z⁴)_p5c로 치환된 페닐, U-7 또는 U-8을 나타내는, 〔1〕~〔89〕에 기재된 피리다지논 화합물 또는 그의 염.R ²³ represents C ₁ -C ₆ alkyl, C ₁ -C ₆ alkoxy, di(C ₁ -C ₆ )alkylamino, phenyl, ^{phenyl substituted with (Z 4} ) _p5c , U-7 or U-8 , The pyridazinone compound or a salt thereof according to [1] to [89].

〔91〕 [91]

R²³은, C₁~C₆알킬, C₁~C₆알콕시 또는 페닐을 나타내는, 〔90〕에 기재된 피리다지논 화합물 또는 그의 염.R ²³ is C ₁ -C ₆ alkyl, C ₁ -C ₆ alkoxy, or phenyl, the pyridazinone compound according to [90], or a salt thereof.

〔92〕[92]

R²⁴는, C₁~C₆알킬, C₁~C₆할로알킬, C₃~C₆알케닐, C₃~C₆알키닐, (C₁~C₆)알콕시(C₁~C₂)알킬, -C(O)R²⁵ 또는 -S(O)₂R³³을 나타내는, 〔1〕~〔91〕에 기재된 피리다지논 화합물 또는 그의 염.R ²⁴ is, C ₁ -C ₆ alkyl, C ₁ -C ₆ haloalkyl, C ₃ -C ₆ alkenyl, C ₃ -C ₆ alkynyl, (C ₁ -C ₆ )alkoxy (C ₁ -C ₂ ) The pyridazinone compound according to [1] to [91], or a salt thereof, which represents alkyl, —C(O)R ²⁵ or —S(O) ₂ R ^{33 .}

〔93〕[93]

R²⁴는, C₁~C₆알킬, (C₁~C₆)알콕시(C₁~C₂)알킬 또는 -C(O)R²⁵를 나타내는, 〔92〕에 기재된 피리다지논 화합물 또는 그의 염.R ²⁴ is C ₁ -C ₆ Alkyl, (C ₁ -C ₆ )alkoxy(C ₁ _{-C 2} )alkyl or -C(O)R ^{25 The} pyridazinone compound according to [92], or a salt thereof .

〔94〕[94]

R²⁴는, C₁~C₆알킬을 나타내는, 〔92〕에 기재된 피리다지논 화합물 또는 그의 염.The pyridazinone compound according to [92] or a salt thereof, wherein ^{R 24} represents C ₁ to C _{6 alkyl.}

〔95〕 [95]

R²⁵는, C₁~C₆알킬, C₁~C₆알콕시 또는 디(C₁~C₆)알킬아미노를 나타내는, 〔1〕~〔94〕에 기재된 피리다지논 화합물 또는 그의 염.R ²⁵ is the pyridazinone compound according to [1] to [94], or a salt thereof, wherein _{R 25 represents C 1} -C ₆ alkyl, C ₁ -C ₆ alkoxy or di(C ₁ -C _{6 )alkylamino.}

〔96〕 [96]

R²⁶은, 할로겐원자, C₁~C₆알콕시, C₁~C₆할로알콕시, C₁~C₆알킬티오, C₁~C₆알킬설피닐, C₁~C₆알킬설포닐, -OR³², 페닐 또는 (Z⁴)_p5c로 치환된 페닐을 나타내는, 〔1〕~〔95〕에 기재된 피리다지논 화합물 또는 그의 염.R ²⁶ is a halogen atom, C ₁ -C ₆ alkoxy, C ₁ -C ₆ haloalkoxy, C ₁ -C ₆ alkylthio, C ₁ -C ₆ alkylsulfinyl, C ₁ -C ₆ alkylsulfonyl, -OR ³² , the pyridazinone compound according to [1] to [95], or a salt thereof, which represents phenyl or phenyl ^{substituted with (Z 4} ) _p5c.

〔97〕[97]

R²⁶은, C₁~C₆알콕시, -OR³² 또는 페닐을 나타내는, 〔96〕에 기재된 피리다지논 화합물 또는 그의 염.R ²⁶ is C ₁ -C ₆ alkoxy, —OR ³² or phenyl; the pyridazinone compound according to [96], or a salt thereof.

〔98〕[98]

R²⁶은, C₁~C₆알콕시를 나타내는, 〔96〕에 기재된 피리다지논 화합물 또는 그의 염.The pyridazinone compound according to [96] or a salt thereof, wherein ^{R 26} represents C ₁ to C _{6 alkoxy.}

〔99〕[99]

R²⁷은, 할로겐원자, C₂~C₆알케닐 또는 C₁~C₆알콕시를 나타내는, 〔1〕~〔98〕에 기재된 피리다지논 화합물 또는 그의 염.R ²⁷ represents a halogen atom, C ₂ -C ₆ alkenyl or C ₁ -C ₆ alkoxy, the pyridazinone compound according to [1] to [98], or a salt thereof.

〔100〕[100]

R³⁴는, C₁~C₆알콕시, 페닐 또는 -CN을 나타내는, 〔1〕~〔99〕에 기재된 피리다지논 화합물 또는 그의 염.R ³⁴ represents C ₁ -C ₆ alkoxy, phenyl, or -CN; the pyridazinone compound according to [1] to [99], or a salt thereof.

〔101〕[101]

R³⁴는, C₁~C₆알콕시 또는 -CN을 나타내는, 〔100〕에 기재된 피리다지논 화합물 또는 그의 염.R ³⁴ represents C ₁ -C ₆ alkoxy or —CN, the pyridazinone compound according to [100] or a salt thereof.

〔102〕[102]

R³⁵는, 수소원자, C₁~C₆알킬, C₃~C₆시클로알킬, R¹⁴로 치환된 (C₁~C₆)알킬 또는 -S(O)₂R³³을나타내는, 〔1〕~〔101〕에 기재된 피리다지논 화합물 또는 그의 염. R ³⁵ is a hydrogen atom, C ₁ -C ₆ alkyl, C ₃ -C ₆ cycloalkyl, (C ₁ -C ₆ ^{)alkyl substituted with R 14} or -S(O) ₂ R ³³ The pyridazinone compound according to [1] to [101], or a salt thereof, which is shown.

〔103〕[103]

R³⁵는, C₁~C₆알킬 또는 R¹⁴로 치환된 (C₁~C₆)알킬을 나타내는, 〔102〕에 기재된 피리다지논 화합물 또는 그의 염.The pyridazinone compound according to [102], or a salt thereof, wherein ^{R 35} represents C ₁ -C ₆ alkyl or (C ₁ -C ₆ ^{)alkyl substituted with R 14 .}

〔104〕[104]

R³⁵는, C₁~C₆알킬을 나타내는, 〔102〕에 기재된 피리다지논 화합물 또는 그의 염.R ³⁵ represents C ₁ -C ₆ alkyl, the pyridazinone compound according to [102] or a salt thereof.

〔105〕[105]

R³⁶은, C₁~C₆알킬, R³⁷로 치환된 (C₁~C₆)알킬 또는 C₃~C₆시클로알킬을 나타내는, 〔1〕~〔104〕에 기재된 피리다지논 화합물 또는 그의 염.R ³⁶ is C ₁ -C ₆ alkyl, (C ₁ -C ₆ )alkyl ^{substituted with R 37} _{or C 3} -C ₆ cycloalkyl The pyridazinone compound according to [1] to [104], or a pyridazinone compound thereof salt.

〔106〕[106]

R³⁶은, C₁~C₆알킬 또는 R³⁷로 치환된 (C₁~C₆)알킬을 나타내는, 〔105〕에 기재된 피리다지논 화합물 또는 그의 염.The pyridazinone compound according to [105], or a salt thereof, wherein ^{R 36} represents C ₁ -C ₆ alkyl or (C ₁ -C ₆ ^{)alkyl substituted with R 37 .}

〔107〕[107]

R³⁷은, 할로겐원자, C₂~C₆알케닐, C₂~C₆알키닐, C₃~C₆시클로알킬, C₁~C₆알콕시, C₁~C₆알킬티오 또는 C₁~C₁₀알콕시카르보닐을 나타내는, 〔1〕~〔106〕에 기재된 피리다지논 화합물 또는 그의 염.R ³⁷ is a halogen atom, C ₂ -C ₆ alkenyl, C ₂ -C ₆ alkynyl, C ₃ -C ₆ cycloalkyl, C ₁ -C ₆ alkoxy, C ₁ -C ₆ alkylthio or C ₁ -C _{10 The} pyridazinone compound or a salt thereof according to [1] to [106], which represents alkoxycarbonyl.

〔108〕[108]

R³⁷은, 할로겐원자 또는 (C₁~C₁₀)알콕시카르보닐을 나타내는, 〔107〕에 기재된 피리다지논 화합물 또는 그의 염.The pyridazinone compound according to [107] or a salt thereof, wherein ^{R 37} represents a halogen atom or (C ₁ -C _{10 )alkoxycarbonyl.}

〔109〕[109]

R³⁷은, 할로겐원자를 나타내는, 〔107〕에 기재된 피리다지논 화합물 또는 그의 염.The pyridazinone compound according to [107] or a salt thereof, wherein ^{R 37 represents a halogen atom.}

〔110〕[110]

R³⁸은, C₁~C₆알킬, C₃~C₆알케닐, C₃~C₆알키닐, C₃~C₆시클로알킬, C₃~C₆할로알케닐, C₃~C₆할로알키닐, R³⁹로 치환된 (C₁~C₆)알킬 또는 R⁴⁴로 치환된 (C₃~C₆)시클로알킬을 나타내는, 〔1〕~〔109〕에 기재된 피리다지논 화합물 또는 그의 염.R ³⁸ is, C ₁ -C ₆ alkyl, C ₃ -C ₆ alkenyl, C ₃ -C ₆ alkynyl, C ₃ -C ₆ cycloalkyl, C ₃ -C ₆ haloalkenyl, C ₃ -C ₆ halo The pyridazinone compound according to [1] to [109], or a salt thereof, representing alkynyl, (C ₁ -C ₆ )alkyl ^{substituted with R 39} or (C ₃ -C ₆ ^{)cycloalkyl substituted with R 44 .} .

〔111〕[111]

R³⁸은, C₁~C₆알킬, C₃~C₆알케닐, C₃~C₆알키닐 또는 R³⁹로 치환된 (C₁~C₆)알킬을 나타내는, 〔110〕에 기재된 피리다지논 화합물 또는 그의 염.R ³⁸ is C ₁ -C ₆ alkyl, C ₃ -C ₆ alkenyl, C ₃ -C ₆ alkynyl or R ³⁹ substituted (C ₁ -C ₆ )alkyl; A zinone compound or a salt thereof.

〔112〕[112]

R³⁸은, C₁~C₆알킬을 나타내는, 〔110〕에 기재된 피리다지논 화합물 또는 그의 염.R ³⁸ is the pyridazinone compound according to [110] or a salt thereof, wherein _{R 38 represents C 1} -C _{6 alkyl.}

〔113〕[113]

R³⁹는, 할로겐원자, C₃~C₆시클로알킬, -OR⁵¹, -S(O)_r6R⁵², -C(=W²)R¹³, -CN, 페닐, (Z³)_p5b로 치환된 페닐, U-1, U-3, U-9, Q-1 또는 Q-18을 나타내는, 〔1〕~〔112〕에 기재된 피리다지논 화합물 또는 그의 염.R ³⁹ is a halogen atom, C ₃ -C ₆ cycloalkyl, -OR ⁵¹ , -S(O) _r6 R ⁵² , -C(=W ² )R ¹³ , -CN, phenyl, substituted with ^{(Z 3} ) _p5b The pyridazinone compound according to [1] to [112], or a salt thereof, representing phenyl, U-1, U-3, U-9, Q-1 or Q-18.

〔114〕[114]

R³⁹는, 할로겐원자, -OR⁵¹, -S(O)_r6R⁵², -C(=W²)R¹³ 또는 -CN을 나타내는, 〔113〕에 기재된 피리다지논 화합물 또는 그의 염.The pyridazinone compound according to [113] or a salt thereof ^{, wherein R 39} represents a halogen atom, -OR ⁵¹ , -S(O) _r6 R ⁵² , -C(=W ² )R ^{13 or -CN.}

〔115〕[115]

R³⁹는, -OR⁵¹또는 -S(O)_r6R⁵²를 나타내는, 〔113〕에 기재된 피리다지논 화합물 또는 그의 염.R ³⁹ is -OR ⁵¹ or -S(O) _r6 R ^{52 The} pyridazinone compound according to [113], or a salt thereof.

〔116〕[116]

R⁴⁰은, 수소원자, C₁~C₆알킬, C₃~C₆알케닐, C₃~C₆알키닐, C₁~C₆할로알킬, C₃~C₆할로알케닐, C₃~C₆할로알키닐, C₃~C₆시클로알킬, R⁴⁶으로 치환된 (C₁~C₆)알킬 또는 U-4를 나타내는, 〔1〕~〔115〕에 기재된 피리다지논 화합물 또는 그의 염.R ⁴⁰ is a hydrogen atom, C ₁ ~ C ₆ alkyl, C ₃ ~ C ₆ alkenyl, C ₃ ~ C ₆ alkynyl, C ₁ ~ C ₆ haloalkyl, C ₃ ~ C ₆ haloalkenyl, C ₃ ~ The pyridazinone compound according to [1] to [115] or a salt thereof, which represents _{C 6} haloalkynyl, C ₃ -C ₆ cycloalkyl, (C ₁ -C ₆ ^{)alkyl substituted with R 46 or U-4} .

〔117〕[117]

R⁴⁰은, 수소원자, C₁~C₆알킬, C₃~C₆알케닐, C₁~C₆할로알킬 또는 R⁴⁶으로 치환된 (C₁~C₆)알킬을 나타내는, 〔116〕에 기재된 피리다지논 화합물 또는 그의 염.R ⁴⁰ is a hydrogen atom, C ₁ -C ₆ alkyl, C ₃ -C ₆ alkenyl, C ₁ -C ₆ haloalkyl or (C ₁ -C ₆ ^{)alkyl substituted with R 46} in [116] A described pyridazinone compound or a salt thereof.

〔118〕[118]

R⁴⁰은, C₁~C₆알킬, C₃~C₆알케닐 또는 C₃~C₆알키닐을 나타내는, 〔116〕에 기재된 피리다지논 화합물 또는 그의 염.R ⁴⁰ is the pyridazinone compound according to [116] or a salt thereof, wherein _{R 40 represents C 1} -C ₆ alkyl, C ₃ -C ₆ alkenyl or C ₃ -C _{6 alkynyl.}

〔119〕[119]

R⁴⁰은, C₁~C₆알킬을 나타내는, 〔116〕에 기재된 피리다지논 화합물 또는 그의 염.R ⁴⁰ is the pyridazinone compound according to [116] or a salt thereof, which represents _{C 1} -C _{6 alkyl.}

〔120〕[120]

R⁴¹은, C₁~C₆알킬, C₃~C₆알케닐, C₃~C₆알키닐, C₁~C₆할로알킬, C₃~C₆할로알케닐, C₃~C₆할로알키닐, C₃~C₆시클로알킬 또는 R⁴⁷로 치환된 (C₁~C₆)알킬을 나타내는, 〔1〕~〔119〕에 기재된 피리다지논 화합물 또는 그의 염.R ⁴¹ is, C ₁ -C ₆ alkyl, C ₃ -C ₆ alkenyl, C ₃ -C ₆ alkynyl, C ₁ -C ₆ haloalkyl, C ₃ -C ₆ haloalkenyl, C ₃ -C ₆ halo The pyridazinone compound according to [1] to [119], or a salt thereof, representing alkynyl, C ₃ -C ₆ cycloalkyl or (C ₁ -C ₆ ^{)alkyl substituted with R 47 .}

〔121〕[121]

R⁴¹은, 수소원자, C₁~C₆알킬, C₃~C₆알케닐, C₃~C₆알키닐, C₁~C₆할로알킬 또는 R⁴⁷로 치환된 (C₁~C₆)알킬을 나타내는, 〔120〕에 기재된 피리다지논 화합물 또는 그의 염.R ⁴¹ is a hydrogen atom, C ₁ -C ₆ alkyl, C ₃ -C ₆ alkenyl, C ₃ -C ₆ alkynyl, C ₁ -C ₆ haloalkyl or R ⁴⁷ substituted with (C ₁ -C ₆ ) The pyridazinone compound according to [120] or a salt thereof, which represents alkyl.

〔122〕[122]

R⁴¹은, C₁~C₆알킬, C₃~C₆알케닐, C₃~C₆알키닐 또는 R⁴⁷로 치환된 (C₁~C₆)알킬을 나타내는, 〔120〕에 기재된 피리다지논 화합물 또는 그의 염.R ⁴¹ is C ₁ -C ₆ alkyl, C ₃ -C ₆ alkenyl, C ₃ -C ₆ alkynyl or (C ₁ -C ₆ )alkyl ^{substituted with R 47;} A zinone compound or a salt thereof.

〔123〕[123]

R⁴⁸은, 수소원자, C₁~C₆알킬, C₁~C₆할로알킬, C₃~C₆알케닐, C₃~C₆할로알케닐, C₃~C₆알키닐, C₃~C₆할로알키닐 또는 C₃~C₆시클로알킬을 나타내는, 〔1〕~〔122〕에 기재된 피리다지논 화합물 또는 그의 염.R ⁴⁸ is a hydrogen atom, C ₁ to C ₆ alkyl, C ₁ to C ₆ haloalkyl, C ₃ to C ₆ alkenyl, C ₃ to C ₆ haloalkenyl, C ₃ to C ₆ alkynyl, C ₃ to The pyridazinone compound according to [1] to [122], or a salt thereof, representing _{C 6} haloalkynyl or C ₃ -C _{6 cycloalkyl.}

〔124〕[124]

R⁴⁸은, C₁~C₆알킬 또는 C₁~C₆할로알킬을 나타내는, 〔123〕에 기재된 피리다지논 화합물 또는 그의 염.R ⁴⁸ is the pyridazinone compound according to [123] or a salt thereof, wherein _{R 48 represents C 1} -C ₆ alkyl or C ₁ -C _{6 haloalkyl.}

〔125〕[125]

R⁴⁸은, C₁~C₆알킬을 나타내는, 〔123〕에 기재된 피리다지논 화합물 또는 그의 염.R ⁴⁸ is the pyridazinone compound according to [123] or a salt thereof, which represents _{C 1} to C _{6 alkyl.}

〔126〕[126]

R⁴⁹는, C₁~C₆알킬, C₁~C₆할로알킬, C₃~C₆알케닐 또는 C₃~C₆알키닐을 나타내는, 〔1〕~〔125〕에 기재된 피리다지논 화합물 또는 그의 염.R ⁴⁹ is the pyridazinone compound according to [1] to [125], wherein _{R 49 represents C 1} -C ₆ alkyl, C ₁ -C ₆ haloalkyl, C ₃ -C ₆ alkenyl or C ₃ -C _{6 alkynyl.} or a salt thereof.

〔127〕[127]

R⁴⁹는, C₁~C₆알킬을 나타내는, 〔126〕에 기재된 피리다지논 화합물 또는 그의 염.The pyridazinone compound according to [126] or a salt thereof, wherein ^{R 49} represents C ₁ to C _{6 alkyl.}

〔128〕[128]

Y²는, 할로겐원자, C₁~C₆알킬, C₁~C₆할로알킬, C₁~C₆알콕시, C₁~C₆할로알콕시, C₁~C₆알킬티오 또는 C₁~C₆할로알킬티오를 나타내는, 〔1〕~〔127〕에 기재된 피리다지논 화합물 또는 그의 염.Y ² is a halogen atom, C ₁ -C ₆ alkyl, C ₁ -C ₆ haloalkyl, C ₁ -C ₆ alkoxy, C ₁ -C ₆ haloalkoxy, C ₁ -C ₆ alkylthio or C ₁ -C ₆ The pyridazinone compound according to [1] to [127], or a salt thereof, which represents haloalkylthio.

〔129〕[129]

Y²는, 할로겐원자 또는 C₁~C₆할로알킬을 나타내는, 〔128〕에 기재된 피리다지논 화합물 또는 그의 염.Y ² represents a halogen atom or C ₁ -C ₆ haloalkyl, the pyridazinone compound according to [128] or a salt thereof.

〔130〕[130]

Z²는, 할로겐원자, C₁~C₆알킬, C₁~C₆할로알킬, C₂~C₆알케닐, C₂~C₆할로알케닐, C₂~C₆알키닐, C₂~C₆할로알키닐, C₁~C₆알콕시, C₁~C₆할로알콕시, C₁~C₆알킬티오, C₁~C₆할로알킬티오, -OH, -NH₂, -CN, -NO₂ 또는 -C(O)R⁵⁵를나타내고, p5a가 2 이상의 정수를 나타내는 경우는, 각각의 Z²는 서로 동일할 수도 또는 서로 상이할 수도 있는, 〔1〕~〔129〕에 기재된 피리다지논 화합물 및 그의 염.Z ² is a halogen atom, C ₁ ~C ₆ alkyl, C ₁ ~ C ₆ haloalkyl, C ₂ ~ C ₆ alkenyl, C ₂ ~ C ₆ haloalkenyl, C ₂ ~ C ₆ alkynyl, C ₂ ~ C ₆ Haloalkynyl, C ₁ ~C ₆ Alkoxy, C ₁ ~C ₆ Haloalkoxy, C ₁ ~C ₆ Alkylthio, C ₁ ~C ₆ Haloalkylthio, -OH, -NH ₂ , -CN, -NO ₂ or -C(O)R ⁵⁵ , and when p5a represents an integer of 2 or more, each Z ² may be the same as or different from each other, the pyridazinone compound and salt thereof according to [1] to [129].

〔131〕[131]

Z²는, 할로겐원자, C₁~C₆알킬 또는 C₁~C₆알콕시를 나타내고, p5a가 2 이상의 정수를 나타내는 경우는, 각각의 Z²는 서로 동일할 수도 또는 서로 상이할 수도 있는, 〔130〕에 기재된 피리다지논 화합물 또는 그의 염.Z ² represents a halogen atom, C ₁ to C ₆ alkyl or C ₁ to C ₆ alkoxy, and when p5a represents an integer of 2 or more, each Z ² may be the same as or different from each other, [ 130], or a salt thereof.

〔132〕[132]

Z⁴는, 할로겐원자, C₁~C₆알킬 또는 C₁~C₆알콕시를 나타내고, p5c가 2 이상의 정수를 나타내는 경우는, 각각의 Z³은 서로 동일할 수도 또는 서로 상이할 수도 있는, 〔1〕~〔131〕에 기재된 피리다지논 화합물 또는 그의 염.Z ⁴ represents a halogen atom, C ₁ -C ₆ alkyl or C ₁ -C ₆ alkoxy, and when p5c represents an integer of 2 or more, each Z ³ may be the same as or different from each other, [ 1] to [131], the pyridazinone compound or a salt thereof.

〔133〕[133]

Z⁴는, 할로겐원자 또는 C₁~C₆알콕시를 나타내고, p5c가 2 이상의 정수를 나타내는 경우는, 각각의 Z³은 서로 동일할 수도 또는 서로 상이할 수도 있는, 〔132〕에 기재된 피리다지논 화합물 또는 그의 염.Z ⁴ represents a halogen atom or C ₁ to C ₆ alkoxy, and when p5c represents an integer of 2 or more, each Z ³ is the pyridazinone according to [132], which may be the same as or different from each other. a compound or a salt thereof.

〔134〕[134]

r1은, 0, 또는 2의 정수를 나타내고,r1 represents 0 or an integer of 2,

r6은, 0을 나타내는, 〔1〕~〔133〕에 기재된 피리다지논 화합물 또는 그의 염.r6 represents 0, the pyridazinone compound according to [1] to [133], or a salt thereof.

〔135〕[135]

n은, 0, 1 또는 2의 정수를 나타내는, 〔1〕~〔134〕에 기재된 피리다지논 화합물 또는 그의 염.n represents an integer of 0, 1, or 2, the pyridazinone compound according to [1] to [134], or a salt thereof.

〔136〕[136]

p2는, 0 또는 1의 정수를 나타내고,p2 represents an integer of 0 or 1,

p4는, 0, 1 또는 2의 정수를 나타내고,p4 represents an integer of 0, 1 or 2,

p5는, 0, 1, 2, 3 또는 4의 정수를 나타내고,p5 represents the integer of 0, 1, 2, 3 or 4,

p6은, 0, 1 또는 2의 정수를 나타내고,p6 represents an integer of 0, 1 or 2,

p7은, 0, 1 또는 2의 정수를 나타내는, 〔1〕~〔135〕에 기재된 피리다지논 화합물 또는 그의 염.p7 represents an integer of 0, 1, or 2, the pyridazinone compound according to [1] to [135], or a salt thereof.

〔137〕[137]

p2는, 1의 정수를 나타내고,p2 represents an integer of 1,

p3은, 0, 1 또는 2의 정수를 나타내고,p3 represents an integer of 0, 1 or 2,

p4는, 1의 정수를 나타내고,p4 represents an integer of 1,

p5는, 0, 1, 2 또는 3의 정수를 나타내고,p5 represents an integer of 0, 1, 2 or 3,

p6은, 0의 정수를 나타내고,p6 represents an integer of 0,

p7은, 0의 정수를 나타내는, 〔136〕에 기재된 피리다지논 화합물 또는 그의 염.p7 represents an integer of 0, the pyridazinone compound according to [136] or a salt thereof.

〔138〕치환기의 수(실시예 상당+α)[138] Number of substituents (corresponding to Example + α)

p5a는, 1의 정수를 나타내고,p5a represents an integer of 1,

p5b는, 1 또는 2의 정수를 나타내고,p5b represents an integer of 1 or 2,

p5c는, 1 또는 2의 정수를 나타내는, 〔1〕~〔137〕에 기재된 피리다지논 화합물 또는 그의 염.p5c represents an integer of 1 or 2, the pyridazinone compound according to [1] to [137], or a salt thereof.

〔139〕[139]

p5a는, 1의 정수를 나타내고,p5a represents an integer of 1,

p5c는, 1 또는 2의 정수를 나타내는, 〔138〕에 기재된 피리다지논 화합물 또는 그의 염.p5c represents an integer of 1 or 2, the pyridazinone compound according to [138], or a salt thereof.

〔140〕[140]

q1은, 0 또는 1의 정수를 나타내고,q1 represents an integer of 0 or 1,

q2는, 0 또는 1의 정수를 나타내고,q2 represents the integer of 0 or 1,

q3은, 0 또는 1의 정수를 나타내고,q3 represents the integer of 0 or 1,

q4는, 0 또는 2의 정수를 나타내는, 〔1〕~〔139〕에 기재된 피리다지논 화합물 또는 그의 염. The pyridazinone compound according to [1] to [139], or a salt thereof, wherein q4 represents an integer of 0 or 2.

〔141〕[141]

q2는, 1의 정수를 나타내고,q2 represents an integer of 1,

q3은, 0을 나타내고,q3 represents 0,

q4는, 2의 정수를 나타내는, 〔140〕에 기재된 피리다지논 화합물 또는 그의 염.The pyridazinone compound according to [140] or a salt thereof, wherein q4 represents an integer of 2.

〔142〕[142]

식A:Formula A:

[화학식 7][Formula 7]

[식 중, X는, 산소원자 또는 황원자를 나타내고,[Wherein, X represents an oxygen atom or a sulfur atom,

Y¹은, 수소원자, 할로겐원자, C₁~C₆알킬, C₂~C₆알케닐, R¹⁰으로 치환된 (C₁~C₆)알킬, -C(O)OH, -OR¹¹, -S(O)_r2R³⁸, -NR⁸R⁹, -CN, -NO₂, -C(=W²)R¹³, 페닐 또는 트리(C₁~C₆알킬)실릴을 나타내고, p5가 2 이상의 정수를 나타내는 경우는, 각각의 Y¹은 서로 동일할 수도 또는 서로 상이할 수도 있고,Y ¹ is a hydrogen atom, a halogen atom, C ₁ -C ₆ alkyl, C ₂ -C ₆ alkenyl, (C ₁ _{-C 6} ^{)alkyl substituted with R 10} , -C(O)OH, -OR ¹¹ , -S(O) _r2 R ³⁸ , -NR ⁸ R ⁹ , -CN, -NO ₂ , -C(=W ² )R ¹³ , phenyl or tri(C ₁ -C ₆ alkyl)silyl, p5 is 2 When representing the above integers, each Y ¹ may be the same as or different from each other,

R¹²는, 할로겐원자, C₂~C₆알케닐, C₂~C₆할로알케닐, C₂~C₆알키닐, C₃~C₆시클로알킬, R⁴⁵로 치환된 (C₃~C₆)시클로알킬, -OR⁴⁸, -S(O)r₅R⁴⁹, -CN, 페닐, -C(=W²)R¹³, U-3, Q-1 또는 -ON=CR⁴²R⁴³을 나타내고,R ¹² is a halogen atom, C ₂ -C ₆ alkenyl, C ₂ -C ₆ haloalkenyl, C ₂ -C ₆ alkynyl, C ₃ -C ₆ cycloalkyl, R ⁴⁵ substituted with (C ₃ -C ₆ )cycloalkyl, -OR ⁴⁸ , -S(O)r ₅ R ⁴⁹ , -CN, phenyl, -C(=W ² )R ¹³ , U-3, Q-1 or -ON=CR ⁴² R ⁴³ indicate,

R⁴¹은, 수소원자, C₁~C₆알킬, C₃~C₆알케닐, C₃~C₆알키닐, C₁~C₆할로알킬 또는 R⁴⁷로 치환된 (C₁~C₆)알킬을 나타내고,R ⁴¹ is a hydrogen atom, C ₁ -C ₆ alkyl, C ₃ -C ₆ alkenyl, C ₃ -C ₆ alkynyl, C ₁ -C ₆ haloalkyl or R ⁴⁷ substituted with (C ₁ -C ₆ ) represents alkyl,

R⁴⁵는, 할로겐원자를 나타내고,R ⁴⁵ represents a halogen atom,

R⁵¹은,C₁~C₆알킬을 나타내고,R ⁵¹ is,Represents C ₁ ~ C ₆ alkyl,

R^a는, -OH, C₁~C₆알콕시 또는 -NR^a1R^a2를 나타내고,R ^a represents -OH, C ₁ -C ₆ alkoxy or -NR ^a1 R ^a2 ,

R^a1은, 수소원자 또는 C₁~C₆알킬을 나타내고,R ^a1 represents a hydrogen atom or C ₁ to C ₆ alkyl,

R^a2는, 수소원자, -NH₂ 또는 -N=C(R^a3)R^a4를 나타내고,R ^a2 represents a hydrogen atom, -NH ₂ or -N=C(R ^a3 )R ^a4 ;

R^a3은, 수소원자 또는 C₁~C₆알킬을 나타내고,R ^a3 represents a hydrogen atom or C ₁ -C ₆ alkyl,

R^a4는, C₁~C₆알킬 또는 C₁~C₆알콕시카르보닐을 나타내고,R ^a4 represents C ₁ -C ₆ alkyl or C ₁ -C ₆ alkoxycarbonyl,

n은, 0, 1, 2의 정수를 나타내고,n represents the integer of 0, 1, 2,

q3은, 0을 나타내고, q3 represents 0,

p5c는, 1, 2의 정수를 나타낸다.]로 표시되는, 〔1〕~〔141〕 중 어느 하나에 기재된, 피리다지논 화합물 또는 그의 염의 제조중간체.p5c represents an integer of 1 or 2.], the intermediate for producing the pyridazinone compound or salt thereof according to any one of [1] to [141].

〔143〕[143]

Z¹은, 할로겐원자, C₁~C₆알킬 또는 -OR³⁵를 나타내고, n이 2 이상의 정수를 나타내는 경우에는, 각각의 Z¹은 서로 동일할 수도 또는 서로 상이할 수도 있고,Z ¹ represents a halogen atom, C ₁ to C ₆ alkyl, or —OR ³⁵ , and when n represents an integer of 2 or more, each Z ¹ may be the same as or different from each other,

Y¹은, 수소원자, 할로겐원자 또는 -OR¹¹을 나타내고, p5가 2 이상의 정수를 나타내는 경우는, 각각의 Y¹은 서로 동일할 수도 또는 서로 상이할 수도 있고,Y ¹ represents a hydrogen atom, a halogen atom or -OR ¹¹ , and when p5 represents an integer of 2 or more, each Y ¹ may be the same as or different from each other,

R¹²는, 할로겐원자를 나타내고,R ¹² represents a halogen atom,

R¹⁴는, 페닐을 나타내고,R ¹⁴ represents phenyl,

R^a1은, C₁~C₆알킬을 나타내고,R ^a1 represents C ₁ -C ₆ alkyl,

R^a2는, -NH₂ 또는 -N=C(R^a3)R^a4를 나타내고,R ^a2 represents -NH ₂ or -N=C(R ^a3 )R ^a4 ,

R^a3은, C₁~C₆알킬을 나타내고,R ^a3 represents C ₁ -C ₆ alkyl,

R^a4는, C₁~C₆알콕시카르보닐을 나타내고,R ^a4 represents C ₁ -C ₆ alkoxycarbonyl,

p5는 0, 1 또는 2의 정수를 나타내고,p5 represents an integer of 0, 1 or 2,

n은 0, 1 또는 2의 정수를 나타내는, 〔142〕에 기재된 피리다지논 화합물 또는 그의 염의 제조중간체.n represents an integer of 0, 1 or 2, an intermediate for producing the pyridazinone compound or salt thereof according to [142].

〔144〕[144]

X는, 황원자를 나타내고,X represents a sulfur atom,

R^a는, -OH 또는 C₁~C₆알콕시를 나타내는, 〔143〕에 기재된 피리다지논 화합물 또는 그의 염의 제조중간체.R ^a represents -OH or C ₁ -C ₆ alkoxy, an intermediate for producing the pyridazinone compound or salt thereof according to [143].

〔145〕[145]

X는, 황원자를 나타내고,X represents a sulfur atom,

R^a는, -NR^a1R^a2를 나타내는, 〔143〕에 기재된 피리다지논 화합물 또는 그의 염의 제조중간체.R ^a represents -NR ^a1 R ^{a2 The} pyridazinone compound according to [143], or an intermediate for producing a salt thereof.

〔146〕[146]

X는, 산소원자를 나타내고,X represents an oxygen atom,

Z¹은, -OR³⁵를 나타내고,Z ¹ represents -OR ^{35 ,}

Y¹은, -OR¹¹을 나타내고,Y ¹ represents -OR ^{11 ,}

R¹¹은, C₁~C₆알킬을 나타내고,R ¹¹ represents C ₁ -C ₆ alkyl,

R^a는, -OH를 나타내고,R ^a represents -OH,

p5는, 1의 정수를 나타내고,p5 represents an integer of 1,

n은, 1의 정수를 나타내는, 〔143〕에 기재된 피리다지논 화합물 또는 그의 염의 제조중간체.n represents an integer of 1, an intermediate for producing the pyridazinone compound according to [143] or a salt thereof.

〔147〕[147]

식(1):Equation (1):

[화학식 8][Formula 8]

Z¹은, 할로겐원자, C₁~C₆알킬, C₁~C₆할로알킬, C₁~C₆알콕시, C₁~C₆할로알콕시, -OH, -NH₂, -CN, -NO₂ 또는 -CO₂H를 나타내고, n이 2 이상의 정수를 나타내는 경우에는, 각각의 Z¹은 서로 동일할 수도 또는 서로 상이할 수도 있고,Z ¹ is a halogen atom, C ₁ -C ₆ alkyl, C ₁ -C ₆ haloalkyl, C ₁ -C ₆ alkoxy, C ₁ -C ₆ haloalkoxy, -OH, -NH ₂ , -CN, -NO ₂ or -CO ₂ H, and when n represents an integer of 2 or more, each Z ¹ may be the same as or different from each other,

G는, 수소원자, C₁~C₆알킬, R⁴로 치환된 (C₁~C₆)알킬, -C(O)R⁵ 또는 -S(O)₂R⁶을 나타내고,G represents a hydrogen atom, C ₁ -C ₆ alkyl, (C ₁ _{-C 6} ^{)alkyl substituted with R 4} , -C(O)R ⁵ or -S(O) ₂ R ⁶ ,

R¹은, C₁~C₆알킬, C₃~C₆알케닐 또는 C₃~C₆알키닐을 나타내고,R ¹ represents C ₁ -C ₆ alkyl, C ₃ -C ₆ alkenyl or C ₃ -C ₆ alkynyl,

R³은, D-1, D-2, D-3, D-4, D-5, D-6, D-7, D-8, D-9, D-10, D-17, D-20a, D-22a, D-24a, D-25, D-23, D-21a 또는 D-19a를 나타내고,R ³ is, D-1, D-2, D-3, D-4, D-5, D-6, D-7, D-8, D-9, D-10, D-17, D- 20a, D-22a, D-24a, D-25, D-23, D-21a or D-19a;

D-1, D-2, D-3, D-4, D-5, D-6, D-7, D-8, D-9, D-10, D-17, D-20a, D-22a, D-24a, D-25, D-23, D-21a, D-19a는 각각 하기의 구조를 나타내고,D-1, D-2, D-3, D-4, D-5, D-6, D-7, D-8, D-9, D-10, D-17, D-20a, D- 22a, D-24a, D-25, D-23, D-21a, D-19a each represents the following structure,

[화학식 9][Formula 9]

한편, Y¹의 치환위치는 D-1 내지 D-25의 방향족환 상에 치환되어 있는 것을 나타내고,On the other hand, ^{the substitution position of Y 1} represents that it is substituted on the aromatic ring of D-1 to D-25,

Y¹은, 할로겐원자, C₁~C₆알킬, C₁~C₆할로알킬, C₁~C₆알킬티오, C₁~C₆할로알킬티오, C₁~C₆알킬설피닐, C₁~C₆할로알킬설피닐, C₁~C₆알킬설포닐, C₁~C₆할로알킬설포닐, -NR⁸R⁹, -CN, -NO₂, -CO₂H, -C(=W²)R¹³, 페닐, R¹⁰으로 치환된 (C₁~C₆)알킬 또는 -OR¹¹을 나타내고, p7, p5, p4 또는 p3이 2 이상의 정수를 나타내는 경우는, 각각의 Y¹은 서로 동일할 수도 또는 서로 상이할 수도 있고,Y ¹ is a halogen atom, C ₁ -C ₆ alkyl, C ₁ -C ₆ haloalkyl, C ₁ -C ₆ alkylthio, C ₁ -C ₆ haloalkylthio, C ₁ -C ₆ alkylsulfinyl, C ₁ -C ₆ Haloalkylsulfinyl, C ₁ -C ₆ Alkylsulfonyl, C ₁ -C ₆ Haloalkylsulfonyl, -NR ⁸ R ⁹ , -CN, -NO ₂ , -CO ₂ H, -C(=W ² ) R ¹³ , phenyl, R ¹⁰ substituted (C ₁ -C ₆ )alkyl or -OR ¹¹ , and when p7, p5, p4 or p3 represents an integer of 2 or more, each Y ¹ is the same as each other may or may not be different from each other,

R⁴는, 페닐을 나타내고,R ⁴ represents phenyl,

R⁵는, C₁~C₆알킬, C₁~C₆알콕시, C₁~C₆알킬티오, 페닐 또는 (Z²)_p5a로 치환된 페닐을 나타내고,R ⁵ represents C ₁ -C ₆ alkyl, C ₁ -C ₆ alkoxy, C ₁ -C ₆ alkylthio, phenyl or phenyl substituted with ^{(Z 2} ) _p5a,

R⁶은, C₁~C₆알킬, C₁~C₆할로알킬, 페닐 또는 (Z²)_p5a로 치환된 페닐을 나타내고,R ⁶ represents C ₁ -C ₆ alkyl, C ₁ -C ₆ haloalkyl, phenyl or phenyl substituted with ^{(Z 2} ) _p5a,

R¹⁰은, C₁~C₆알콕시, C₁~C₆알킬티오, C₁~C₆알킬설피닐, C₁~C₆알킬설포닐 또는, -CN을 나타내고,R ¹⁰ represents C ₁ -C ₆ alkoxy, C ₁ -C ₆ alkylthio, C ₁ -C ₆ alkylsulfinyl, C ₁ -C ₆ alkylsulfonyl, or -CN;

R¹¹은, 수소원자, C₁~C₆알킬, R¹²로 치환된 (C₁~C₆)알킬, 페닐, 트리(C₁~C₄알킬)실릴, C₁~C₆알킬카르보닐 또는 C₁~C₆알킬설포닐을 나타내고,R ¹¹ is a hydrogen atom, C ₁ -C ₆ alkyl, (C ₁ -C ₆ ^{)alkyl substituted with R 12} , phenyl, tri(C ₁ -C ₄ alkyl)silyl, C ₁ -C ₆ alkylcarbonyl or C ₁ ~ C ₆ Represents an alkylsulfonyl,

R¹²는, 할로겐원자, C₂~C₆알케닐, C₂~C₆할로알케닐, C₂~C₆알키닐, C₂~C₆할로알키닐, C₁~C₆알콕시, C₁~C₆할로알콕시, C₃~C₆시클로알킬, C₃~C₆할로시클로알킬, C₁~C₆알킬티오, C₁~C₆알킬설피닐, C₁~C₆알킬설포닐, -CN, 페닐, (Z³)_p5b로 치환된 페닐, -C(=W²)R¹³, U-1a, U-2a, U-3a 또는 U-4a를 나타내고,R ¹² is a halogen atom, C ₂ -C ₆ alkenyl, C ₂ -C ₆ haloalkenyl, C ₂ -C ₆ alkynyl, C ₂ -C ₆ haloalkynyl, C ₁ -C ₆ alkoxy, C ₁ ~C ₆ Haloalkoxy, C ₃ ~C ₆ Cycloalkyl, C ₃ ~C ₆ Halocycloalkyl, C ₁ ~C ₆ Alkylthio, C ₁ ~C ₆ Alkylsulfinyl, C ₁ ~C ₆ Alkylsulfonyl, - _Represent CN, phenyl, (Z ³ ) phenyl substituted with p5b, —C(=W ² )R ¹³ , U-1a, U-2a, U-3a or U-4a,

U-1a, U-2a, U-3a 및 U-4a는, 각각 하기의 구조를 나타내고,U-1a, U-2a, U-3a and U-4a each represent the following structure,

[화학식 10][Formula 10]

Z³은, 할로겐원자, C₁~C₆알킬, C₁~C₆할로알킬, C₁~C₆할로알콕시, C₁~C₆알킬티오, C₁~C₆할로알킬티오, -CN 또는 -NO₂를 나타내고, p5b가 2 이상의 정수를 나타내는 경우는, 각각의 Z³은 서로 동일할 수도 또는 서로 상이할 수도 있고,Z ³ is a halogen atom, C ₁ -C ₆ alkyl, C ₁ -C ₆ haloalkyl, C ₁ -C ₆ haloalkoxy, C ₁ -C ₆ alkylthio, C ₁ -C ₆ haloalkylthio, -CN or -NO ₂ and when p5b represents an integer of 2 or more, each Z ³ may be the same as or different from each other,

p5b는, 1, 2, 3, 4 또는 5의 정수를 나타낸다.〕p5b represents an integer of 1, 2, 3, 4 or 5.]

〔148〕[148]

W¹은, 산소원자를 나타내고,W ¹ represents an oxygen atom,

Z¹은, 할로겐원자, C₁~C₆알킬 또는 C₁~C₆알콕시를 나타내고, n이 2의 정수를 나타내는 경우에는, 각각의 Z¹은 서로 동일할 수도 또는 서로 상이할 수도 있고,Z ¹ represents a halogen atom, C ₁ to C ₆ alkyl or C ₁ to C ₆ alkoxy, and when n represents an integer of 2, each Z ¹ may be the same as or different from each other,

G는, 수소원자, C₁~C₆알킬, -C(O)R⁵ 또는 -S(O)₂R⁶을 나타내고,G represents a hydrogen atom, C ₁ _{-C 6} alkyl, -C(O)R ⁵ or -S(O) ₂ R ⁶ ,

R¹은, C₁~C₆알킬을 나타내고,R ¹ represents C ₁ -C ₆ alkyl,

R²는, 수소원자, C₁~C₆알킬 또는 C₁~C₆알콕시를 나타내고, R ² represents a hydrogen atom, C ₁ -C ₆ alkyl or C ₁ -C ₆ alkoxy;

R³은, D-1, D-3, D-6, D-8, D-9, D-10, D-17, D-20a, D-22a, D-24a, D-25, D-23, D-21a 또는 D-19a를 나타내고,R ³ is, D-1, D-3, D-6, D-8, D-9, D-10, D-17, D-20a, D-22a, D-24a, D-25, D- 23, represents D-21a or D-19a,

Y¹은, 할로겐원자, C₁~C₆알킬, C₁~C₆할로알킬, C₁~C₆알킬티오, C₁~C₆알킬설포닐, -NR⁸R⁹, -CN, -NO₂, -C(=W²)R¹³, 페닐 또는 -OR¹¹을 나타내고, p7, p5, p4 또는 p3이 2 이상의 정수를 나타내는 경우는, 각각의 Y¹은 서로 동일할 수도 또는 서로 상이할 수도 있고,Y ¹ is a halogen atom, C ₁ -C ₆ alkyl, C ₁ -C ₆ haloalkyl, C ₁ -C ₆ alkylthio, C ₁ -C ₆ alkylsulfonyl, -NR ⁸ R ⁹ , -CN, -NO ₂ , -C(=W ² )R ¹³ , phenyl or -OR ¹¹ , and when p7, p5, p4 or p3 represents an integer of 2 or more, each Y ¹ may be the same as or different from each other there is,

R⁵는, C₁~C₆알킬, C₁~C₆알콕시, C₁~C₆알킬티오 또는, (Z²)_p5a로 치환된 페닐을 나타내고,R ⁵ represents C ₁ -C ₆ alkyl, C ₁ -C ₆ alkoxy, C ₁ -C ₆ alkylthio or phenyl substituted with ^{(Z 2} ) _p5a,

R⁶은, C₁~C₆알킬을 나타내고,R ⁶ represents C ₁ -C ₆ alkyl,

R¹¹은, 수소원자, C₁~C₆알킬, R¹²로 치환된 (C₁~C₆)알킬 또는 페닐을 나타내고,R ¹¹ represents a hydrogen atom, C ₁ -C ₆ alkyl, (C ₁ -C ₆ )alkyl or phenyl ^{substituted with R 12 ,}

R¹²는, 할로겐원자를 나타내고,R ¹² represents a halogen atom,

R¹³은, C₁~C₆알킬을 나타내고,R ¹³ represents C ₁ -C ₆ alkyl,

Z²는, C₁~C₆알킬을 나타내고,Z ² represents C ₁ -C ₆ alkyl,

n은 0, 1 또는 2의 정수를 나타내고,n represents an integer of 0, 1 or 2,

p3은, 0 또는 1의 정수를 나타내고,p3 represents an integer of 0 or 1,

p7은, 0의 정수를 나타내고,p7 represents an integer of 0,

p5a는, 1의 정수를 나타내는 〔147〕에 기재된 피리다지논 화합물 또는 그의 염.p5a is an integer of 1; the pyridazinone compound according to [147], or a salt thereof.

〔149〕[149]

식(1):Equation (1):

[화학식 11][Formula 11]

Z¹은, 할로겐원자, C₁~C₆알킬, R²²로 치환된 (C₁~C₆)알킬, C₂~C₆알케닐, C₂~C₆알키닐, R¹⁹로 치환된 (C₂~C₆)알키닐, C₃~C₆시클로알킬, C₁~C₆알콕시, R¹⁴로 치환된 (C₁~C₆)알콕시, 페닐, (Z⁴)_p5c로 치환된 페닐, Q-3a, -OH, -NR¹⁵R¹⁶, -OR³⁵, -CN, -NO₂, -CO₂H 또는 -C(=W³)R²⁰을 나타내고, n이 2 이상의 정수를 나타내는 경우에는, 각각의 Z¹은 서로 동일할 수도 또는 서로 상이할 수도 있고,Z ¹ is a halogen atom, C ₁ ~C ₆ alkyl, (C ₁ ~C ₆ )alkyl ^{substituted with R 22} _{, C 2} ~C ₆ alkenyl, C ₂ ~ C ₆ alkynyl, R ¹⁹ substituted with ( C ₂ ~C ₆ )alkynyl, C ₃ ~C ₆ cycloalkyl, C ₁ ~C ₆ alkoxy, (C ₁ ~C ₆ ^{)alkoxy substituted with R 14} , phenyl, (Z ⁴ ) phenyl substituted with _p5c, Q-3a, -OH, -NR ¹⁵ R ¹⁶ , -OR ³⁵ , -CN, -NO ₂ , -CO ₂ H or -C(=W ³ )R ²⁰ , and when n represents an integer of 2 or more, , each Z ¹ may be the same as or different from each other,

R²는, 수소원자, 할로겐원자, C₁~C₆알킬, C₁~C₆알콕시 또는 -NR³⁰R³¹을 나타내고, R ² represents a hydrogen atom, a halogen atom, C ₁ to C ₆ alkyl, C ₁ to C ₆ alkoxy or —NR ³⁰ R ³¹ ;

R³은, D-1, D-2, D-3, D-4, D-5, D-6, D-7, D-8, D-9, D-10, D-17, D-20a, D-22a, D-24a, D-25, D-23, D-21a, D-19a, D-26 또는 D-18을 나타내고,R ³ is, D-1, D-2, D-3, D-4, D-5, D-6, D-7, D-8, D-9, D-10, D-17, D- 20a, D-22a, D-24a, D-25, D-23, D-21a, D-19a, D-26 or D-18;

D-1, D-2, D-3, D-4, D-5, D-6, D-7, D-8, D-9, D-10, D-17, D-20a, D-22a, D-24a, D-25, D-23, D-21a, D-19a, D-26, D-18은 각각 하기의 구조를 나타내고,D-1, D-2, D-3, D-4, D-5, D-6, D-7, D-8, D-9, D-10, D-17, D-20a, D- 22a, D-24a, D-25, D-23, D-21a, D-19a, D-26, and D-18 each represent the following structures,

[화학식 12][Formula 12]

한편, Y¹의 치환위치는 D-1 내지 D-26의 방향족환 상에 치환되어 있는 것을 나타내고,On the other hand, ^{the substitution position of Y 1} represents that it is substituted on the aromatic ring of D-1 to D-26,

Y¹은, 수소원자, 할로겐원자, C₁~C₆알킬, C₁~C₆할로알킬, C₂~C₆알케닐, C₁~C₆알킬티오, C₁~C₆할로알킬티오, C₁~C₆알킬설피닐, C₁~C₆할로알킬설피닐, C₁~C₆알킬설포닐, C₁~C₆할로알킬설포닐, -NR⁸R⁹, -CN, -NO₂, -CO₂H, -C(=W²)R¹³, 페닐, R¹⁰으로 치환된 (C₁~C₆)알킬 또는 -OR¹¹또는 트리(C₁~C₆알킬)실릴을 나타내고, p7, p6, p5, p4 또는 p3이 2 이상의 정수를 나타내는 경우는, 각각의 Y¹은 서로 동일할 수도 또는 서로 상이할 수도 있고,Y ¹ is a hydrogen atom, a halogen atom, C ₁ -C ₆ alkyl, C ₁ -C ₆ haloalkyl, C ₂ -C ₆ alkenyl, C ₁ -C ₆ alkylthio, C ₁ -C ₆ haloalkylthio, C ₁ -C ₆ alkylsulfinyl, C ₁ -C ₆ haloalkylsulfinyl, C ₁ -C ₆ alkylsulfonyl, C ₁ -C ₆ haloalkylsulfonyl, -NR ⁸ R ⁹ , -CN, -NO ₂ , -CO ₂ H, -C(=W ² )R ¹³ , phenyl, R ¹⁰ substituted (C ₁ -C ₆ )alkyl or -OR ¹¹ or tri(C ₁ -C ₆ alkyl)silyl, p7 , when p6, p5, p4 or p3 represents an integer of 2 or more, each Y ¹ may be the same as or different from each other,

R⁴는, 할로겐원자, -CN, C₂~C₆알케닐, C₂~C₆알키닐, C₁~C₆알콕시, C₁~C₆알킬티오, -C(O)R²³, -OR²⁴ 또는 페닐을 나타내고,R ⁴ is a halogen atom, -CN, C ₂ -C ₆ alkenyl, C ₂ -C ₆ alkynyl, C ₁ -C ₆ alkoxy, C ₁ _{-C 6} alkylthio, -C(O)R ²³ , - OR ²⁴ or phenyl,

R⁵는, C₁~C₆알킬, R²⁶으로 치환된 C₁~C₆알킬, C₁~C₆알콕시, R²⁷로 치환된 (C₁~C₆)알콕시, C₁~C₆알킬티오, U-6a, Q-2a, 페닐 또는 (Z²)_p5a로 치환된 페닐을 나타내고,R ⁵ is C ₁ ~C ₆ alkyl, R ²⁶ substituted C ₁ ~C ₆ alkyl, C ₁ ~C ₆ alkoxy, R ²⁷ substituted (C ₁ ~C ₆ )alkoxy, C ₁ ~C ₆ alkyl represents phenyl substituted with thio, U-6a, Q-2a, phenyl or (Z ² ) _p5a,

W²는, 산소원자 또는 N-OR⁷을 나타내고, W ² represents an oxygen atom or N-OR ⁷ ,

R⁷은, 수소원자 또는 C₁~C₆알킬을 나타내고, R ⁷ represents a hydrogen atom or C ₁ -C ₆ alkyl,

R⁸ 및 R⁹는, 각각 독립적으로 수소원자 또는 C₁~C₆알킬을 나타내고, R ⁸ and R ⁹ each independently represents a hydrogen atom or C ₁ -C ₆ alkyl,

R¹⁰은, C₁~C₆알콕시, C₁~C₆알킬티오, C₁~C₆알킬설피닐, C₁~C₆알킬설포닐 또는 -CN을 나타내고,R ¹⁰ represents C ₁ -C ₆ alkoxy, C ₁ -C ₆ alkylthio, C ₁ -C ₆ alkylsulfinyl, C ₁ -C ₆ alkylsulfonyl or -CN,

R¹¹은, 수소원자, C₁~C₆알킬, R¹²로 치환된 (C₁~C₆)알킬, C₃~C₆시클로알킬, 페닐, 트리(C₁~C₄알킬)실릴, C₁~C₆알킬카르보닐, C₁~C₆알킬설포닐, C₁~C₆할로알킬설포닐, U-2a 또는 U-4a를 나타내고,R ¹¹ is a hydrogen atom, C ₁ -C ₆ alkyl, (C ₁ -C ₆ )alkyl ^{substituted with R 12} _{, C 3} -C ₆ cycloalkyl, phenyl, tri(C ₁ -C ₄ alkyl)silyl, C ₁ ~ C ₆ alkylcarbonyl, C ₁ ~ C ₆ alkylsulfonyl, C ₁ ~ C _{6 represents} haloalkylsulfonyl, U-2a or U-4a,

R¹²는, 할로겐원자, C₂~C₆알케닐, C₂~C₆할로알케닐, C₂~C₆알키닐, C₂~C₆할로알키닐, C₁~C₆알콕시, C₁~C₆할로알콕시, C₃~C₆시클로알킬, C₃~C₆할로시클로알킬, C₁~C₆알킬티오, C₁~C₆알킬설피닐, C₁~C₆알킬설포닐, -CN, 페닐, (Z³)_p5b로 치환된 페닐, -C(=W²)R¹³, U-1a, U-2a, U-3a, U-4a, U-5a 또는 Q-1a를 나타내고,R ¹² is a halogen atom, C ₂ -C ₆ alkenyl, C ₂ -C ₆ haloalkenyl, C ₂ -C ₆ alkynyl, C ₂ -C ₆ haloalkynyl, C ₁ -C ₆ alkoxy, C ₁ ~C ₆ Haloalkoxy, C ₃ ~C ₆ Cycloalkyl, C ₃ ~C ₆ Halocycloalkyl, C ₁ ~C ₆ Alkylthio, C ₁ ~C ₆ Alkylsulfinyl, C ₁ ~C ₆ Alkylsulfonyl, - CN, phenyl, (Z ³ ) _{phenyl substituted with p5b} , —C(=W ² )R ¹³ , U-1a, U-2a, U-3a, U-4a, U-5a or Q-1a,

U-1a, U-2a, U-3a, U-4a, U-5a, U-6a, Q-1a, Q-2a 및 Q-3a는, 각각 하기의 구조를 나타내고,U-1a, U-2a, U-3a, U-4a, U-5a, U-6a, Q-1a, Q-2a and Q-3a each represent the following structures,

[화학식 13][Formula 13]

R¹³은, 수소원자, C₁~C₆알킬, C₁~C₆알콕시 또는 C₁~C₆할로알킬아미노를 나타내고,R ¹³ represents a hydrogen atom, C ₁ -C ₆ alkyl, C ₁ -C ₆ alkoxy or C ₁ -C ₆ haloalkylamino;

R¹⁴는, 할로겐원자, C₃~C₆시클로알킬, C₃~C₆할로시클로알킬, C₂~C₆알케닐, C₂~C₆알키닐, C₁~C₆알콕시, C₁~C₆알킬티오, C₁~C₆알킬설피닐, C₁~C₆알킬설포닐, 페닐, 또는 U-1a를 나타내고,R ¹⁴ is a halogen atom, C ₃ -C ₆ cycloalkyl, C ₃ -C ₆ halocycloalkyl, C ₂ -C ₆ alkenyl, C ₂ -C ₆ alkynyl, C ₁ -C ₆ alkoxy, C ₁ - Represent C ₆ alkylthio, C ₁ -C ₆ alkylsulfinyl, C ₁ -C ₆ alkylsulfonyl, phenyl, or U-1a,

R¹⁷은, C₁~C₆알킬, C₁~C₆알콕시, C₁~C₆알콕시(C₁~C₂)알킬을 나타내고,R ¹⁷ represents C ₁ -C ₆ alkyl, C ₁ -C ₆ alkoxy, C ₁ -C ₆ alkoxy(C ₁ -C ₂ )alkyl,

R²³은, 페닐을 나타내고,R ²³ represents phenyl,

R²⁴는, (C₁~C₆)알콕시(C₁~C₂)알킬 또는 -C(O)R²⁵를 나타내고,R ²⁴ represents (C ₁ -C ₆ )alkoxy(C ₁ _{-C 2} )alkyl or —C(O)R ²⁵ ,

R²⁵는, C₁~C₆알킬 또는 C₁~C₆알콕시를 나타내고,R ²⁵ represents C ₁ -C ₆ alkyl or C ₁ -C ₆ alkoxy;

R²⁶은, 할로겐원자, (C₁~C₆)알콕시 또는 -OR³²를 나타내고,R ²⁶ represents a halogen atom, (C ₁ to C ₆ )alkoxy or —OR ³² ;

R²⁷은, (C₁~C₆)알콕시를 나타내고,R ²⁷ represents (C ₁ -C ₆ )alkoxy,

R³⁰ 및 R³¹은 각각 독립적으로, 수소원자 또는 벤질을 나타내고,R ³⁰ and R ³¹ each independently represent a hydrogen atom or benzyl,

R³²는, 페닐을 나타내고,R ³² represents phenyl,

R³³은, C₁~C₆알킬, C₁~C₆할로알킬 또는 디(C₁~C₆)알킬아미노를 나타내고,R ³³ represents C ₁ -C ₆ alkyl, C ₁ -C ₆ haloalkyl or di(C ₁ -C ₆ )alkylamino;

R³⁵는, -SO₂R³³을 나타내고,R ³⁵ represents -SO ₂ R ³³ ,

Z⁴는, 할로겐원자, C₁~C₆알킬 또는 C₁~C₆알콕시를 나타내고, p5c가 2 이상의 정수를 나타내는 경우는, 각각의 Z³은 서로 동일할 수도 또는 서로 상이할 수도 있고,Z ⁴ represents a halogen atom, C ₁ to C ₆ alkyl or C ₁ to C ₆ alkoxy, and when p5c represents an integer of 2 or more, each Z ³ may be the same as or different from each other,

p5c는, 1, 2, 3, 4 또는 5의 정수를 나타낸다.〕p5c represents an integer of 1, 2, 3, 4 or 5.]

〔150〕[150]

W¹은, 산소원자를 나타내고,W ¹ represents an oxygen atom,

Z¹은, 할로겐원자, C₁~C₆알킬, R²²로 치환된 (C₁~C₆)알킬, C₂~C₆알케닐, C₂~C₆알키닐, R¹⁹로 치환된 (C₂~C₆)알키닐, C₃~C₆시클로알킬, C₁~C₆알콕시, R¹⁴로 치환된 (C₁~C₆)알콕시, 페닐, (Z⁴)_p5c로 치환된 페닐, Q-3a, -OH, -NR¹⁵R¹⁶, -OR³⁵, -CN 또는 -C(=W³)R²⁰을 나타내고, n이 2 이상의 정수를 나타내는 경우에는, 각각의 Z¹은 서로 동일할 수도 또는 서로 상이할 수도 있고,Z ¹ is a halogen atom, C ₁ ~C ₆ alkyl, (C ₁ ~C ₆ )alkyl ^{substituted with R 22} _{, C 2} ~C ₆ alkenyl, C ₂ ~ C ₆ alkynyl, R ¹⁹ substituted with ( C ₂ ~C ₆ )alkynyl, C ₃ ~C ₆ cycloalkyl, C ₁ ~C ₆ alkoxy, (C ₁ ~C ₆ ^{)alkoxy substituted with R 14} , phenyl, (Z ⁴ ) phenyl substituted with _p5c, Q-3a, -OH, -NR ¹⁵ R ¹⁶ , -OR ³⁵ , -CN or -C(=W ³ )R ²⁰ , and when n represents an integer of 2 or more, each Z ¹ shall be identical to each other. may or may be different from each other,

R¹은, C₁~C₆알킬을 나타내고,R ¹ represents C ₁ -C ₆ alkyl,

R³은, D-1, D-3, D-6, D-8, D-9, D-10, D-17, D-20a, D-22a, D-24a, D-25, D-23, D-21a, D-19a, D-26 또는 D-18을 나타내고,R ³ is, D-1, D-3, D-6, D-8, D-9, D-10, D-17, D-20a, D-22a, D-24a, D-25, D- 23, D-21a, D-19a, D-26 or D-18;

Y¹은, 할로겐원자, C₁~C₆알킬, C₁~C₆할로알킬, C₂~C₆알케닐, C₁~C₆알킬티오, C₁~C₆알킬설포닐, -NR⁸R⁹, -CN, -NO₂, -CO₂H, -C(=W²)R¹³, 페닐, R¹⁰으로 치환된 (C₁~C₆)알킬, -OR¹¹ 또는트리(C₁~C₆알킬)실릴을 나타내고, p7, p6, p5, p4 또는 p3이 2 이상의 정수를 나타내는 경우는, 각각의 Y¹은 서로 동일할 수도 또는 서로 상이할 수도 있고,Y ¹ is a halogen atom, C ₁ -C ₆ alkyl, C ₁ -C ₆ haloalkyl, C ₂ -C ₆ alkenyl, C ₁ -C ₆ alkylthio, C ₁ -C ₆ alkylsulfonyl, -NR ⁸ R ⁹ , -CN, -NO ₂ , -CO ₂ H, -C(=W ² )R ¹³ , phenyl, (C ₁ -C ₆ )alkyl ^{substituted with R 10} ^{, -OR 11} orWhen tri(C ₁ -C ₆ alkyl) silyl and p7, p6, p5, p4 or p3 represents an integer of 2 or more, each Y ¹ may be the same as or different from each other,

R⁴는, C₂~C₆알키닐, C₁~C₆알콕시, -C(O)R²³, -OR²⁴ 또는 페닐을 나타내고,R ⁴ represents C ₂ -C ₆ alkynyl, C ₁ _{-C 6} alkoxy, -C(O)R ²³ , -OR ²⁴ or phenyl,

R⁵는, C₁~C₆알킬, R²⁶으로 치환된 (C₁~C₆)알킬, C₁~C₆알콕시, R²⁷로 치환된 (C₁~C₆)알콕시, C₁~C₆알킬티오, U-6a, Q-2a 또는 (Z²)_p5a로 치환된 페닐을 나타내고,R ⁵ is, C ₁ ~C ₆ alkyl, R ²⁶ substituted (C ₁ ~C ₆ )alkyl, C ₁ ~C ₆ alkoxy, R ²⁷ substituted (C ₁ ~C ₆ )alkoxy, C ₁ ~C ₆ represents phenyl substituted with alkylthio, U-6a, Q-2a or (Z ² ) _p5a,

R¹⁰은, C₁~C₆알콕시를 나타내고,R ¹⁰ represents C ₁ -C ₆ alkoxy,

R¹¹은, 수소원자, C₁~C₆알킬, R¹²로 치환된 (C₁~C₆)알킬, C₃~C₆시클로알킬, 페닐, C₁~C₆알킬설포닐, C₁~C₆할로알킬설포닐, U-2a 또는 U-4a를 나타내고,R ¹¹ is a hydrogen atom, C ₁ ~C ₆ alkyl, (C ₁ ~C ₆ )alkyl ^{substituted with R 12} _{, C 3} ~C ₆ cycloalkyl, phenyl, C ₁ ~C ₆ alkylsulfonyl, C ₁ ~ Represent C ₆ haloalkylsulfonyl, U-2a or U-4a,

R¹²는, 할로겐원자, C₂~C₆알케닐, C₂~C₆알키닐, C₁~C₆알콕시, C₃~C₆시클로알킬, C₃~C₆할로시클로알킬, C₁~C₆알킬티오, -CN, 페닐, -C(=W²)R¹³ 또는 Q-1a를 나타내고,R ¹² is a halogen atom, C ₂ -C ₆ alkenyl, C ₂ -C ₆ alkynyl, C ₁ -C ₆ alkoxy, C ₃ -C ₆ cycloalkyl, C ₃ -C ₆ halocycloalkyl, C ₁ - Represent C ₆ alkylthio, -CN, phenyl, -C(=W ² )R ¹³ or Q-1a,

R¹⁴는, 할로겐원자, C₃~C₆시클로알킬, C₃~C₆할로시클로알킬, C₂~C₆알케닐, C₁~C₆알콕시, C₁~C₆알킬티오, C₁~C₆알킬설포닐, 페닐, 또는 U-1a를 나타내고,R ¹⁴ is a halogen atom, C ₃ -C ₆ cycloalkyl, C ₃ -C ₆ halocycloalkyl, C ₂ -C ₆ alkenyl, C ₁ -C ₆ alkoxy, C ₁ -C ₆ alkylthio, C ₁ - Represent C ₆ alkylsulfonyl, phenyl, or U-1a,

R²⁰은, C₁~C₆알킬을 나타내고,R ²⁰ represents C ₁ -C ₆ alkyl,

R²⁶은, C₁~C₆알콕시 또는 -OR³²를 나타내고,R ²⁶ represents C ₁ -C ₆ alkoxy or —OR ³² ;

R²⁸ 및 R²⁹는, C₁~C₆알킬을 나타내고,R ²⁸ and R ²⁹ represent C ₁ -C ₆ alkyl,

R³⁵는, -SO₂R³³을 나타내고,R ³⁵ represents -SO ₂ R ³³ ,

Z²는, 할로겐원자 또는 C₁~C₆알킬을 나타내고,Z ² represents a halogen atom or C ₁ to C ₆ alkyl,

Z⁴는, 할로겐원자 또는 C₁~C₆알콕시를 나타내고,Z ⁴ represents a halogen atom or C ₁ -C ₆ alkoxy;

p3은, 0 또는 1의 정수를 나타내고,p3 represents an integer of 0 or 1,

p6은, 0의 정수를 나타내고,p6 represents an integer of 0,

p7은, 0의 정수를 나타내고,p7 represents an integer of 0,

p5a는, 1의 정수를 나타내는, 〔149〕에 기재된 피리다지논 화합물 또는 그의 염.The pyridazinone compound according to [149] or a salt thereof, wherein p5a represents an integer of 1.

〔151〕[151]

〔1〕 내지 〔141〕 중 어느 하나에 기재된 피리다지논 화합물 및 그의 염으로부터 선택되는 1종 이상을 유효성분으로서 함유하는 농약.An agricultural chemical comprising, as an active ingredient, at least one selected from the pyridazinone compound according to any one of [1] to [141] and a salt thereof.

〔152〕[152]

〔1〕 내지 〔141〕 중 어느 하나에 기재된 피리다지논 화합물 및 그의 염으로부터 선택되는 1종 이상을 유효성분으로서 함유하는 제초제.A herbicide comprising, as an active ingredient, at least one selected from the pyridazinone compound and salts thereof according to any one of [1] to [141].

본 발명 화합물은, 각종 잡초에 대하여 우수한 제초활성을 나타내고, 또한, 대상이 되는 작물에 대해서는 높은 안전성을 갖는다. 나아가 포유동물, 어류 및 익충 등의 비표적 동물에 대하여 거의 악영향을 미치지 않고, 저잔류성으로 환경에 대한 부하도 가볍다.The compound of the present invention exhibits excellent herbicidal activity against various weeds, and has high safety against target crops. Furthermore, it has almost no adverse effect on non-target animals such as mammals, fish, and beneficial insects, and the load on the environment is light due to low persistence.

따라서, 본 발명은 수전, 밭 및 과수원 등의 농원예분야에 있어서 유용한 제초제를 제공할 수 있다.Accordingly, the present invention can provide a herbicide useful in agricultural and horticultural fields such as paddy fields, fields and orchards.

본 발명에 포함되는 화합물 중, 치환기의 종류에 따라서는 E-체 및 Z-체의 기하이성체가 존재하는 경우가 있는데, 본 발명은 이들 E-체, Z-체 또는 E-체 및 Z-체를 임의의 비율로 포함하는 혼합물을 포함하는 것이다.Among the compounds included in the present invention, geometric isomers of E-form and Z-form exist depending on the type of substituent, and the present invention provides these E-form, Z-form or E-form and Z-form. It is to include a mixture containing in any ratio.

또한, 본 발명에 포함되는 화합물 중, 치환기의 종류에 따라서는 1개 또는 2개 이상의 부제탄소원자의 존재에 기인하는 광학활성체가 존재하는 경우가 있는데, 본 발명은 모든 광학활성체 또는 라세미체를 포함한다.In addition, among the compounds included in the present invention, there may be optically active substances due to the presence of one or two or more asymmetric carbon atoms depending on the type of substituent. include

또한, 본 발명에 포함되는 화합물 중, 치환기의 종류에 따라서는 호변이성체가 존재하는 경우가 있는데, 본 발명은 모든 호변이성체 또는 임의의 비율로 포함하는 호변이성체의 혼합물을 포함하는 것이다. 예를 들어, 식(1)로 표시되는 화합물(이하, 화합물(1)로 기재한다.) 중, G가 수소원자, W¹이 산소원자인 식(1-1a)로 표시되는 화합물의 경우, 이하에 나타낸 식(1-1a-1)로 표시되는 화합물이나 식(1-1a-2)로 표시되는 화합물과 같은 호변이성체의 존재가 생각되며, 따라서 치환기G¹(G¹은, G로 표시되는 구조 중, 수소원자를 제외한 것)을 도입했을 때, 에놀구조(1-1a)로부터는 (1-1a-3)이, (1-1a-2)로부터는 (1-1a-4)가 각각 제조되며, 본 발명은 그들 모든 구조를 포함하는 것이다.In addition, among the compounds included in the present invention, tautomers may exist depending on the type of substituent, but the present invention includes all tautomers or mixtures of tautomers included in any ratio. For example, in the case of a compound represented by the formula (1-1a) in which ^{G is a hydrogen atom and W 1} is an oxygen atom among the compounds represented by the formula (1) (hereinafter referred to as compound (1)), The existence of tautomers such as the compound represented by the formula (1-1a-1) or the compound represented by the formula (1-1a-2) shown below is conceivable, and therefore the substituent G ¹ (G ¹ is represented by G (1-1a-3) from the enol structure (1-1a), (1-1a-4) from (1-1a-2), Each is manufactured, and the present invention includes all of those structures.

[화학식 14][Formula 14]

또한, 본 발명에 포함되는 화합물 중, 치환기끼리의 입체장해를 원인으로 하는 제한된 결합회전에 의해, 1종 또는 2종 이상의 회전이성체로서 존재하는 경우가 있는데, 본 발명은 모든 회전이성체 또는 임의의 비율로 포함하는 디아스테레오머의 혼합물을 포함한다.In addition, among the compounds included in the present invention, there are cases in which one or two or more rotamers exist due to limited bond rotation caused by steric hindrance between substituents. It includes a mixture of diastereomers comprising

본 발명에 포함되는 화합물 중, 상법에 따라 산부가염으로 할 수 있는 것은, 예를 들어, 불화수소, 염화수소, 브롬화수소, 옥화수소 등의 할로겐화수소산의 염, 질산, 황산, 인산, 염소산, 과염소산 등의 무기산의 염, 메탄설폰산, 에탄설폰산, 트리플루오로메탄설폰산, 벤젠설폰산, p-톨루엔설폰산 등의 설폰산의 염, 포름산, 아세트산, 프로피온산, 트리플루오로아세트산, 푸마르산, 주석산, 옥살산, 말레산, 사과산, 석신산, 안식향산, 만델산, 아스코르브산, 유산, 글루콘산, 구연산 등의 카르본산의 염 또는 글루탐산, 아스파라긴산 등의 아미노산의 염으로 할 수 있다.Among the compounds included in the present invention, those that can be used as acid addition salts according to conventional methods are, for example, salts of hydrohalic acids such as hydrogen fluoride, hydrogen chloride, hydrogen bromide, and hydrogen fluoride, nitric acid, sulfuric acid, phosphoric acid, chloric acid, perchloric acid, etc. salts of inorganic acids of methanesulfonic acid, ethanesulfonic acid, trifluoromethanesulfonic acid, benzenesulfonic acid, salts of sulfonic acids such as p-toluenesulfonic acid, formic acid, acetic acid, propionic acid, trifluoroacetic acid, fumaric acid, tartaric acid , salts of carboxylic acids such as oxalic acid, maleic acid, malic acid, succinic acid, benzoic acid, mandelic acid, ascorbic acid, lactic acid, gluconic acid and citric acid, or salts of amino acids such as glutamic acid and aspartic acid.

혹은, 본 발명에 포함되는 화합물 중에서, 상법에 따라 금속염으로 할 수 있는 것은, 예를 들어, 리튬, 나트륨, 칼륨와 같은 알칼리금속의 염, 칼슘, 바륨, 마그네슘와 같은 알칼리토류금속의 염, 알루미늄의 염, 또는 테트라메틸암모늄염, 테트라부틸암모늄염, 벤질트리메틸암모늄염와 같은 4급 암모늄염으로 할 수 있다.Alternatively, among the compounds included in the present invention, those that can be used as metal salts according to conventional methods are, for example, salts of alkali metals such as lithium, sodium and potassium, salts of alkaline earth metals such as calcium, barium, and magnesium, salts of aluminum , or a quaternary ammonium salt such as tetramethylammonium salt, tetrabutylammonium salt or benzyltrimethylammonium salt.

본 명세서에 있어서, 이하의 용어 또는 표현은, 각각 이하의 의미 또는 용법으로 사용된다.In this specification, the following terms or expressions are used with the following meanings or usage, respectively.

본 발명에 있어서의 농약이란, 농원예분야에 있어서의 살충제·살진드기제, 살선충제, 제초제, 및 살균제를 의미한다.The pesticide in the present invention means an insecticide, acaricide, nematicide, herbicide, and fungicide in the agricultural and horticultural field.

본 명세서에 있어서의 할로겐원자로는, 불소원자, 염소원자, 브롬원자 및 요오드원자를 들 수 있다. 한편, 본 명세서 중 「할로」의 표기도 이들 할로겐원자를 나타낸다. As a halogen atom in this specification, a fluorine atom, a chlorine atom, a bromine atom, and an iodine atom are mentioned. In addition, the notation of "halo" in this specification also represents these halogen atoms.

본 명세서에 있어서의 치환기의 구체적인 설명에 있어서, 이하 「n-」이란 표기는 「노말」을, 「i-」는 「이소」를, 「sec-」는 「세컨더리」를, 「tert-」는 「터셔리」를 각각 의미한다.In the specific description of the substituents in the present specification, hereinafter "n-" indicates "normal", "i-" indicates "iso", "sec-" indicates "secondary", and "tert-" indicates Each means "terrestrial".

본 명세서에 있어서의 「C_a~C_b알킬」의 표기는, 탄소원자수가 a~b개로 이루어지는 직쇄상 또는 분지쇄상의 탄화수소기를 나타내고, 예를 들어 메틸, 에틸, n-프로필, i-프로필, n-부틸, i-부틸, sec-부틸, tert-부틸, n-펜틸, 1-에틸프로필, 2,2-디메틸프로필, n-헥실 등을 구체예로서 들 수 있고, 각각의 지정된 탄소원자수의 범위에서 선택된다.In the present specification, _{the expression "C a} ~ C _b alkyl" refers to a linear or branched hydrocarbon group having a to b carbon atoms, for example, methyl, ethyl, n-propyl, i-propyl, Specific examples include n-butyl, i-butyl, sec-butyl, tert-butyl, n-pentyl, 1-ethylpropyl, 2,2-dimethylpropyl, n-hexyl and the like, and each selected from the range.

본 명세서에 있어서의 「C_a~C_b할로알킬」의 표기는, 탄소원자에 결합한 수소원자가 할로겐원자에 의해 임의로 치환된, 탄소원자수가 a~b개로 이루어지는 직쇄상 또는 분지쇄상의 탄화수소기를 나타내고, 이 때, 2개 이상의 할로겐원자에 의해 치환되어 있는 경우, 그들 할로겐원자는 서로 동일할 수도, 또는 서로 상이할 수도 있다. 예를 들어 플루오로메틸, 클로로메틸, 브로모메틸, 요오도메틸, 디플루오로메틸, 디클로로메틸, 트리플루오로메틸, 클로로디플루오로메틸, 트리클로로메틸, 브로모디플루오로메틸, 1-플루오로에틸, 2-플루오로에틸, 2-클로로에틸, 2-브로모에틸, 1,1-디플루오로에틸, 2,2-디플루오로에틸, 2,2,2-트리플루오로에틸, 2-클로로-2,2-디플루오로에틸, 2,2,2-트리클로로에틸, 2-브로모-2,2-디플루오로에틸, 1,1,2,2-테트라플루오로에틸, 2-클로로-1,1,2-트리플루오로에틸, 펜타플루오로에틸, 2,2-디플루오로프로필, 3,3,3-트리플루오로프로필, 3-브로모-3,3-디플루오로프로필, 2,2,3,3-테트라플루오로프로필, 2,2,3,3,3-펜타플루오로프로필, 1,1,2,3,3,3-헥사플루오로프로필, 헵타플루오로프로필, 2,2,2-트리플루오로-1-메틸에틸, 2,2,2-트리플루오로-1-(트리플루오로메틸)에틸, 1,2,2,2-테트라플루오로-1-(트리플루오로메틸)에틸, 2,2,2-트리플루오로-1,1-디메틸에틸, 2,2,3,4,4,4-헥사플루오로부틸, 2,2,3,3,4,4,4-헵타플루오로부틸, 노나플루오로부틸 등을 구체예로서 들 수 있고, 각각의 지정된 탄소원자수의 범위에서 선택된다. _{The notation of "C a} ~ C _b haloalkyl" in the present specification represents a linear or branched hydrocarbon group having a to b carbon atoms in which a hydrogen atom bonded to a carbon atom is optionally substituted with a halogen atom, In this case, when substituted by two or more halogen atoms, these halogen atoms may be the same as or different from each other. For example, fluoromethyl, chloromethyl, bromomethyl, iodomethyl, difluoromethyl, dichloromethyl, trifluoromethyl, chlorodifluoromethyl, trichloromethyl, bromodifluoromethyl, 1-fluoro Roethyl, 2-fluoroethyl, 2-chloroethyl, 2-bromoethyl, 1,1-difluoroethyl, 2,2-difluoroethyl, 2,2,2-trifluoroethyl, 2 -Chloro-2,2-difluoroethyl, 2,2,2-trichloroethyl, 2-bromo-2,2-difluoroethyl, 1,1,2,2-tetrafluoroethyl, 2 -Chloro-1,1,2-trifluoroethyl, pentafluoroethyl, 2,2-difluoropropyl, 3,3,3-trifluoropropyl, 3-bromo-3,3-difluoro Rhopropyl, 2,2,3,3-tetrafluoropropyl, 2,2,3,3,3-pentafluoropropyl, 1,1,2,3,3,3-hexafluoropropyl, heptafluoro Ropropyl, 2,2,2-trifluoro-1-methylethyl, 2,2,2-trifluoro-1-(trifluoromethyl)ethyl, 1,2,2,2-tetrafluoro- 1-(trifluoromethyl)ethyl, 2,2,2-trifluoro-1,1-dimethylethyl, 2,2,3,4,4,4-hexafluorobutyl, 2,2,3, Specific examples include 3,4,4,4-heptafluorobutyl, nonafluorobutyl and the like, each selected from the range of the designated number of carbon atoms.

본 명세서에 있어서의 「C_a~C_b알케닐」의 표기는, 탄소원자수가 a~b개로 이루어지는 직쇄상 또는 분지쇄상이고, 또한 분자 내에 1개 또는 2개 이상의 이중결합을 갖는 불포화탄화수소기를 나타내고, 예를 들어 비닐, 1-프로페닐, 2-프로페닐, 1-메틸에테닐, 1-부테닐, 2-부테닐, 1-메틸-1-프로페닐, 2-메틸-1-프로페닐, 2-메틸-2-프로페닐, 3-메틸-3-부테닐 등을 구체예로서 들 수 있고, 각각의 지정된 탄소원자수의 범위에서 선택된다.In the present specification, _{the expression "C a} to C _b alkenyl" is a linear or branched chain consisting of a to b carbon atoms, and an unsaturated hydrocarbon group having one or two or more double bonds in the molecule. , for example vinyl, 1-propenyl, 2-propenyl, 1-methylethenyl, 1-butenyl, 2-butenyl, 1-methyl-1-propenyl, 2-methyl-1-propenyl, 2-methyl-2-propenyl, 3-methyl-3-butenyl and the like are given as specific examples, and each is selected from the range of the designated number of carbon atoms.

본 명세서에 있어서의 「C_a~C_b할로알케닐」의 표기는, 탄소원자에 결합한 수소원자가, 할로겐원자에 의해 임의로 치환된, 탄소원자수가 a~b개로 이루어지는 직쇄상 또는 분지쇄상이고, 또한 분자 내에 1개 또는 2개 이상의 이중결합을 갖는 불포화탄화수소기를 나타낸다. 이 때, 2개 이상의 할로겐원자에 의해 치환되어 있는 경우, 그들 할로겐원자는 서로 동일할 수도, 또는 서로 상이할 수도 있다. 예를 들어 2,2-디플루오로비닐, 2,2-디클로로비닐, 2-플루오로-2-프로페닐, 2-클로로-2-프로페닐, 3-클로로-2-프로페닐, 2-브로모-2-프로페닐, 3,3-디플루오로-2-프로페닐, 2,3-디클로로-2-프로페닐, 3,3-디클로로-2-프로페닐, 2,3,3-트리플루오로-2-프로페닐, 2,3,3-트리클로로-2-프로페닐, 1-(트리플루오로메틸)에테닐, 4,4-디플루오로-3-부테닐, 3,4,4-트리플루오로-3-부테닐, 3-클로로-4,4,4-트리플루오로-2-부테닐 등을 구체예로서 들 수 있고, 각각의 지정된 탄소원자수의 범위에서 선택된다.In the present specification, _{the expression "C a} ~ C _b haloalkenyl" is a straight or branched chain consisting of a to b carbon atoms in which a hydrogen atom bonded to a carbon atom is optionally substituted with a halogen atom, and Represents an unsaturated hydrocarbon group having one or two or more double bonds in the molecule. In this case, when substituted by two or more halogen atoms, these halogen atoms may be the same as or different from each other. For example 2,2-difluorovinyl, 2,2-dichlorovinyl, 2-fluoro-2-propenyl, 2-chloro-2-propenyl, 3-chloro-2-propenyl, 2-bro Mo-2-propenyl, 3,3-difluoro-2-propenyl, 2,3-dichloro-2-propenyl, 3,3-dichloro-2-propenyl, 2,3,3-trifluoro Rho-2-propenyl, 2,3,3-trichloro-2-propenyl, 1- (trifluoromethyl) ethenyl, 4,4-difluoro-3-butenyl, 3,4,4 -trifluoro-3-butenyl, 3-chloro-4,4,4-trifluoro-2-butenyl, etc. are mentioned as a specific example, Each is selected from the range of the designated number of carbon atoms.

본 명세서에 있어서의 「C_a~C_b알키닐」의 표기는, 탄소원자수가 a~b개로 이루어지는 직쇄상 또는 분지쇄상이고, 또한 분자 내에 1개 또는 2개 이상의 삼중결합을 갖는 불포화탄화수소기를 나타내고, 예를 들어 에티닐, 1-프로피닐, 2-프로피닐, 1-부티닐, 2-부티닐, 3-부티닐, 1-메틸-2-프로피닐, 1-펜티닐, 2-펜티닐, 1-헥시닐, 3-헥시닐, 3-메틸-1-펜티닐, 4-메틸-1-펜티닐, 3,3-디메틸-1-부티닐 등을 구체예로서 들 수 있고, 각각의 지정된 탄소원자수의 범위에서 선택된다.In the present specification, _{the expression "C a} to C _b alkynyl" represents an unsaturated hydrocarbon group that is a straight or branched chain having a to b carbon atoms and has one or two or more triple bonds in the molecule. , for example ethynyl, 1-propynyl, 2-propynyl, 1-butynyl, 2-butynyl, 3-butynyl, 1-methyl-2-propynyl, 1-pentynyl, 2-pentynyl , 1-hexynyl, 3-hexynyl, 3-methyl-1-pentynyl, 4-methyl-1-pentynyl, 3,3-dimethyl-1-butynyl and the like are given as specific examples, and each It is selected from the range of the specified number of carbon atoms.

본 명세서에 있어서의 「C_a~C_b할로알키닐」의 표기는, 탄소원자에 결합한 수소원자가, 할로겐원자에 의해 임의로 치환된, 탄소원자수가 a~b개로 이루어지는 직쇄상 또는 분지쇄상이고, 또한 분자 내에 1개 또는 2개 이상의 삼중결합을 갖는 불포화탄화수소기를 나타낸다. 이 때, 2개 이상의 할로겐원자에 의해 치환되어 있는 경우, 그들 할로겐원자는 서로 동일할 수도, 또는 서로 상이할 수도 있다. 예를 들어 2-클로로에티닐, 2-브로모에티닐, 2-요오도에티닐, 3-클로로-2-프로피닐, 3-브로모-2-프로피닐, 3-요오도-2-프로피닐 등을 구체예로서 들 수 있고, 각각의 지정된 탄소원자수의 범위에서 선택된다.In the present specification, _{the expression "C a} ~ C _b haloalkynyl" is a straight or branched chain consisting of a to b carbon atoms in which a hydrogen atom bonded to a carbon atom is optionally substituted with a halogen atom, and Represents an unsaturated hydrocarbon group having one or two or more triple bonds in the molecule. In this case, when substituted by two or more halogen atoms, these halogen atoms may be the same as or different from each other. For example 2-chloroethynyl, 2-bromoethynyl, 2-iodoethynyl, 3-chloro-2-propynyl, 3-bromo-2-propynyl, 3-iodo-2-propynyl etc. are mentioned as a specific example, Each is selected from the range of the designated number of carbon atoms.

본 명세서에 있어서의 「C_a~C_b알콕시」의 표기는, 탄소원자수가 a~b개로 이루어지는 상기의 의미인 알킬-O-기를 나타내고, 예를 들어 메톡시, 에톡시, n-프로필옥시, i-프로필옥시, n-부틸옥시, i-부틸옥시, sec-부틸옥시, tert-부틸옥시, n-펜틸옥시, n-헥실옥시 등을 구체예로서 들 수 있고, 각각의 지정된 탄소원자수의 범위에서 선택된다.The expression "C _a ~ C _b alkoxy" in the present specification represents an alkyl-O- group having the above meaning consisting of a to b carbon atoms, for example, methoxy, ethoxy, n-propyloxy, i-propyloxy, n-butyloxy, i-butyloxy, sec-butyloxy, tert-butyloxy, n-pentyloxy, n-hexyloxy and the like are given as specific examples, and each designated number of carbon atoms selected from the range.

본 명세서에 있어서의 「C_a~C_b할로알콕시」의 표기는, 탄소원자수가 a~b개로 이루어지는 상기의 의미인 할로알킬-O-기를 나타내고, 예를 들어 디플루오로메톡시, 트리플루오로메톡시, 클로로디플루오로메톡시, 브로모디플루오로메톡시, 2-플루오로에톡시, 2-클로로에톡시, 2,2,2-트리플루오로에톡시, 1,1,2,2-테트라플루오로에톡시, 2-클로로-1,1,2-트리플루오로에톡시, 1,1,2,3,3,3-헥사플루오로프로필옥시 등을 구체예로서 들 수 있고, 각각의 지정된 탄소원자수의 범위에서 선택된다. _{The notation of "C a} ~ C _b haloalkoxy" in the present specification represents a haloalkyl-O- group having the above meaning consisting of a to b carbon atoms, for example, difluoromethoxy, trifluoromethoxy , chlorodifluoromethoxy, bromodifluoromethoxy, 2-fluoroethoxy, 2-chloroethoxy, 2,2,2-trifluoroethoxy, 1,1,2,2-tetrafluoroe Specific examples include oxy, 2-chloro-1,1,2-trifluoroethoxy, 1,1,2,3,3,3-hexafluoropropyloxy, and each designated number of carbon atoms selected from the range.

본 명세서에 있어서의 「C_a~C_b알킬티오」의 표기는, 탄소원자수가 a~b개로 이루어지는 상기의 의미인 알킬-S-기를 나타내고, 예를 들어 메틸티오, 에틸티오, n-프로필티오, i-프로필티오, n-부틸티오, i-부틸티오, sec-부틸티오, tert-부틸티오 등을 구체예로서 들 수 있고, 각각의 지정된 탄소원자수의 범위에서 선택된다.The expression "C _a ~ C _b alkylthio" in the present specification represents an alkyl-S- group having the above meaning consisting of a to b carbon atoms, for example, methylthio, ethylthio, n-propylthio , i-propylthio, n-butylthio, i-butylthio, sec-butylthio, tert-butylthio and the like are given as specific examples, and each is selected from the range of the designated number of carbon atoms.

본 명세서에 있어서의 「C_a~C_b할로알킬티오」의 표기는, 탄소원자수가 a~b개로 이루어지는 상기의 의미인 할로알킬-S-기를 나타내고, 예를 들어 디플루오로메틸티오, 트리플루오로메틸티오, 클로로디플루오로메틸티오, 트리클로로메틸티오, 브로모디플루오로메틸티오, 2,2,2-트리플루오로에틸티오, 1,1,2,2-테트라플루오로에틸티오, 2-클로로-1,1,2-트리플루오로에틸티오, 펜타플루오로에틸티오, 1,1,2,3,3,3-헥사플루오로프로필티오, 헵타플루오로프로필티오, 1,2,2,2-테트라플루오로-1-(트리플루오로메틸)에틸티오, 노나플루오로부틸티오 등을 구체예로서 들 수 있고, 각각의 지정된 탄소원자수의 범위에서 선택된다.In the present specification, _{the expression "C a} to C _b haloalkylthio" represents a haloalkyl-S- group having the above meaning consisting of a to b carbon atoms, for example, difluoromethylthio, trifluoro Romethylthio, chlorodifluoromethylthio, trichloromethylthio, bromodifluoromethylthio, 2,2,2-trifluoroethylthio, 1,1,2,2-tetrafluoroethylthio, 2 -Chloro-1,1,2-trifluoroethylthio, pentafluoroethylthio, 1,1,2,3,3,3-hexafluoropropylthio, heptafluoropropylthio, 1,2,2 ,2-tetrafluoro-1-(trifluoromethyl)ethylthio, nonafluorobutylthio and the like are given as specific examples, and each selected from the range of the designated number of carbon atoms.

본 명세서에 있어서의 「C_a~C_b알킬설피닐」의 표기는, 탄소원자수가 a~b개로 이루어지는 상기의 의미인 알킬-S(O)-기를 나타내고, 예를 들어 메틸설피닐, 에틸설피닐, n-프로필설피닐, i-프로필설피닐, n-부틸설피닐, i-부틸설피닐, sec-부틸설피닐, tert-부틸설피닐 등을 구체예로서 들 수 있고, 각각의 지정된 탄소원자수의 범위에서 선택된다. _{The expression "C a} ~ C _b alkylsulfinyl" in the present specification represents an alkyl-S(O)- group having the above meaning consisting of a to b carbon atoms, for example, methylsulfinyl, ethylsulfinyl nyl, n-propylsulfinyl, i-propylsulfinyl, n-butylsulfinyl, i-butylsulfinyl, sec-butylsulfinyl, tert-butylsulfinyl and the like are given as specific examples, and each designated carbon source It is chosen from a range of embroidery.

본 명세서에 있어서의 「C_a~C_b할로알킬설피닐」의 표기는, 탄소원자수가 a~b개로 이루어지는 상기의 의미인 할로알킬-S(O)-기를 나타내고, 예를 들어 디플루오로메틸설피닐, 트리플루오로메틸설피닐, 클로로디플루오로메틸설피닐, 브로모디플루오로메틸설피닐, 2,2,2-트리플루오로에틸설피닐, 1,2,2,2-테트라플루오로-1-(트리플루오로메틸)에틸설피닐, 노나플루오로부틸설피닐 등을 구체예로서 들 수 있고, 각각의 지정된 탄소원자수의 범위에서 선택된다. _{The expression "C a} ~ C _b haloalkylsulfinyl" in the present specification represents a haloalkyl-S(O)- group having the above meaning consisting of a to b carbon atoms, for example, difluoromethyl sulfinyl, trifluoromethylsulfinyl, chlorodifluoromethylsulfinyl, bromodifluoromethylsulfinyl, 2,2,2-trifluoroethylsulfinyl, 1,2,2,2-tetrafluoro -1-(trifluoromethyl)ethylsulfinyl, nonafluorobutylsulfinyl and the like are given as specific examples, each selected from the range of the designated number of carbon atoms.

본 명세서에 있어서의 「C_a~C_b알킬설포닐」의 표기는, 탄소원자수가 a~b개로 이루어지는 상기의 의미인 알킬-S(O)₂-기를 나타내고, 예를 들어 메틸설포닐, 에틸설포닐, n-프로필설포닐, i-프로필설포닐, n-부틸설포닐, i-부틸설포닐, sec-부틸설포닐, tert-부틸설포닐 등을 구체예로서 들 수 있고, 각각의 지정된 탄소원자수의 범위에서 선택된다.In the present specification, _{the expression "C a} ~ C _b alkylsulfonyl" represents an alkyl-S(O) ₂ - group having the above meaning consisting of a to b carbon atoms, for example, methylsulfonyl, ethyl Specific examples include sulfonyl, n-propylsulfonyl, i-propylsulfonyl, n-butylsulfonyl, i-butylsulfonyl, sec-butylsulfonyl, tert-butylsulfonyl, and the like, and each designated It is selected from the range of the number of carbon atoms.

본 명세서에 있어서의 「C_a~C_b할로알킬설포닐」의 표기는, 탄소원자수가 a~b개로 이루어지는 상기의 의미인 할로알킬-S(O)₂-기를 나타내고, 예를 들어 디플루오로메틸설포닐, 트리플루오로메틸설포닐, 클로로디플루오로메틸설포닐, 브로모디플루오로메틸설포닐, 2,2,2-트리플루오로에틸설포닐, 1,1,2,2-테트라플루오로에틸설포닐, 2-클로로-1,1,2-트리플루오로에틸설포닐 등을 구체예로서 들 수 있고, 각각의 지정된 탄소원자수의 범위에서 선택된다. _{The expression "C a} ~ C _b haloalkylsulfonyl" in the present specification represents a haloalkyl-S(O) ₂ - group having the above meaning consisting of a to b carbon atoms, for example, difluoro Methylsulfonyl, trifluoromethylsulfonyl, chlorodifluoromethylsulfonyl, bromodifluoromethylsulfonyl, 2,2,2-trifluoroethylsulfonyl, 1,1,2,2-tetrafluoro Specific examples include roethylsulfonyl, 2-chloro-1,1,2-trifluoroethylsulfonyl, and the like, each selected from the range of the designated number of carbon atoms.

본 명세서에 있어서의 「C_a~C_b시클로알킬」의 표기는, 탄소원자수가 a~b개로 이루어지는 환상의 탄화수소기를 나타내고, 3원환에서 10원환까지의 단환 또는 복합환구조를 형성할 수 있다. 또한, 각각의 환은 지정된 탄소원자수의 범위에서 알킬에 의해 임의로 치환되어 있을 수도 있다. 예를 들어 시클로프로필, 1-메틸시클로프로필, 2-메틸시클로프로필, 2,2-디메틸시클로프로필, 시클로부틸, 시클로펜틸, 시클로헥실 등을 구체예로서 들 수 있고, 각각의 지정된 탄소원자수의 범위에서 선택된다.In the present specification, _{the expression "C a} -C _b cycloalkyl" represents a cyclic hydrocarbon group having a to b carbon atoms, and can form a monocyclic or complex ring structure from a 3-membered ring to a 10-membered ring. In addition, each ring may be optionally substituted with alkyl within a specified range of carbon atoms. For example, cyclopropyl, 1-methylcyclopropyl, 2-methylcyclopropyl, 2,2-dimethylcyclopropyl, cyclobutyl, cyclopentyl, cyclohexyl, etc. are given as specific examples, and each designated range of the number of carbon atoms. is selected from

본 명세서에 있어서의 「C_a~C_b할로시클로알킬」의 표기는, 탄소원자에 결합한 수소원자가, 할로겐원자에 의해 임의로 치환된, 탄소원자수가 a~b개로 이루어지는 환상의 탄화수소기를 나타내고, 3원환에서 10원환까지의 단환 또는 복합환구조를 형성할 수 있다. 또한, 각각의 환은 지정된 탄소원자수의 범위에서 알킬에 의해 임의로 치환되어 있을 수도 있고, 할로겐원자에 의한 치환은 환구조부분일 수도, 측쇄부분일 수도, 혹은 그들 양방일 수도 있고, 나아가, 2개 이상의 할로겐원자에 의해 치환되어 있는 경우, 그들 할로겐원자는 서로 동일할 수도, 또는 서로 상이할 수도 있다. 예를 들어 2,2-디플루오로시클로프로필, 2,2-디클로로시클로프로필, 2,2-디브로모시클로프로필, 2,2-디플루오로-1-메틸시클로프로필, 2,2-디클로로-1-메틸시클로프로필, 2,2-디브로모-1-메틸시클로프로필, 2,2,3,3-테트라플루오로시클로부틸 등을 구체예로서 들 수 있고, 각각의 지정된 탄소원자수의 범위에서 선택된다. _{The expression "C a} to C _b halocycloalkyl" in the present specification represents a cyclic hydrocarbon group having a to b carbon atoms in which a hydrogen atom bonded to a carbon atom is optionally substituted with a halogen atom, and a three-membered ring It can form a monocyclic or complex ring structure of up to 10-membered ring. In addition, each ring may be arbitrarily substituted with alkyl within the range of the specified number of carbon atoms, and substitution with a halogen atom may be a ring structure moiety, a side chain moiety, or both, and further, two or more When substituted by halogen atoms, these halogen atoms may be the same as or different from each other. For example 2,2-difluorocyclopropyl, 2,2-dichlorocyclopropyl, 2,2-dibromocyclopropyl, 2,2-difluoro-1-methylcyclopropyl, 2,2-dichloro Specific examples include -1-methylcyclopropyl, 2,2-dibromo-1-methylcyclopropyl, 2,2,3,3-tetrafluorocyclobutyl and the like, and each designated range of carbon atoms. is selected from

본 명세서에 있어서의 「벤질」의 표기는, 「C₆H₅-CH₂-」를 나타낸다.The notation of "benzyl" in this specification represents "C ₆ H ₅ -CH ₂ -".

본 명세서에 있어서의 「R⁴로 치환된 (C_a~C_b)알킬」「R¹⁰으로 치환된 (C_a~C_b)알킬」「R¹²로 치환된 (C_a~C_b)알킬」「R¹⁴로 치환된 (C_a~C_b)알킬」「R²²로 치환된 (C_a~C_b)알킬」「R²⁶으로 치환된 (C_a~C_b)알킬」「R²⁷로 치환된 (C_a~C_b)알킬」「R³⁴로 치환된 (C_a~C_b)알킬」「R³⁷로 치환된 (C_a~C_b)알킬」「R³⁹로 치환된 (C_a~C_b)알킬」「R⁴⁶으로 치환된 (C_a~C_b)알킬」「R⁴⁷로 치환된 (C_a~C_b)알킬」의 표기는, 탄소원자에 결합한 임의의 수소원자가, 1개 이상의 치환기R⁴, R¹⁰, R¹², R¹⁴, R²², R²⁶, R²⁷, R³⁴, R³⁷, R³⁹, R⁴⁶ 또는 R⁴⁷에 의해 부분적으로 또는 모두 치환된 탄소원자수가 a~b개로 이루어지는 상기의 의미인 알킬기를 나타내고, 각각의 지정된 탄소원자수의 범위에서 선택된다. 이 때, 치환기R⁴, R¹⁰, R¹², R¹⁴, R²², R²⁶, R²⁷, R³⁴, R³⁷, R³⁹, R⁴⁶ 또는 R⁴⁷이 2개 이상 존재할 때, 치환기R⁴, R¹⁰, R¹², R¹⁴, R²², R²⁶, R²⁷, R³⁴, R³⁷, R³⁹, R⁴⁶ 또는 R⁴⁷은 서로 동일할 수도 상이할 수도 있다."The (C _a ~ C _b) alkyl substituted with R ^4", "substituted with ^{_{_{R 12 (C a ~ C b}}} ) alkyl,""substituted by ^{_{_{R 10 (C a ~ C b}}} ) alkyl" in the present specification "the (C _a ~ C _b) alkyl substituted with R ^14", "a (C _a ~ C _b) alkyl substituted with R ^22", "alkyl, (C _a ~ C _b) optionally substituted with R ^26", "substituted with R ²⁷ a (C _a ~ C _b) alkyl "substituted with" ^{_{_{R 34 (C a ~ C b}}} ) alkyl "substituted with" ^{_{_{R 37 (C a ~ C b}}} ) substituted alkyl "," R ³⁹ (C _a ~ C _b) alkyl "substituted with" ^{_{_{R 46 (C a ~ C b}}} ) alkyl "a (C _a ~ C _b) representation of alkyl" is any hydrogen atoms bonded to carbon atoms, 1 is substituted by "R ⁴⁷ gae The number of carbon atoms partially or all substituted by the above substituents R ⁴ , R ¹⁰ , R ¹² , R ¹⁴ , R ²² , R ²⁶ , R ²⁷ , R ³⁴ , R ³⁷ , R ³⁹ , R ⁴⁶ or R ^{47 is a to} It represents an alkyl group having the above meaning consisting of b, and is selected from the range of each designated number of carbon atoms. In this case, when two or more substituents R ⁴ , R ¹⁰ , R ¹² , R ¹⁴ , R ²² , R ²⁶ , R ²⁷ , R ³⁴ , R ³⁷ , R ³⁹ , R ⁴⁶ or R ⁴⁷ are present, the substituent R ⁴ , R ¹⁰ , R ¹² , R ¹⁴ , R ²² , R ²⁶ , R ²⁷ , R ³⁴ , R ³⁷ , R ³⁹ , R ⁴⁶ or R ⁴⁷ may be the same as or different from each other.

본 명세서에 있어서의 「R¹⁹로 치환된 (C_a~C_b)알키닐」의 표기는, 탄소원자에 결합한 임의의 수소원자가, 1개 이상의 치환기R¹⁹에 의해 부분적으로 또는 모두 치환된 탄소원자수가 a~b개로 이루어지는 상기의 의미인 알키닐기를 나타내고, 각각의 지정된 탄소원자수의 범위에서 선택된다. 이 때, 치환기R¹⁹가 2개 이상 존재할 때, 치환기R¹⁹는 서로 동일할 수도 상이할 수도 있다.In the present specification, the expression “(C _a to C _b ^{) alkynyl substituted with R 19} ” means the number of carbon atoms in which any hydrogen atom bonded to a carbon atom is partially ^{or completely substituted with one or more substituents R 19 .} represents an alkynyl group having the above meaning consisting of a to b, and is selected from the range of each designated number of carbon atoms. In this case, when ^{two or more substituents R 19} are present, the substituents R ¹⁹ may be the same as or different from each other.

본 명세서에 있어서의 「R⁴⁴로 치환된 (C_a~C_b)시클로알킬」「R⁴⁵로 치환된 (C_a~C_b)시클로알킬」의 표기는, 탄소원자에 결합한 임의의 수소원자가, 1개 이상의 치환기R⁴⁴ 또는 R⁴⁵에 의해 부분적으로 또는 모두 치환된 탄소원자수가 a~b개로 이루어지는 상기의 의미인 시클로알킬기를 나타내고, 각각의 지정된 탄소원자수의 범위에서 선택된다. 이 때, 치환기R⁴⁴ 또는 R⁴⁵가 2개 이상 존재할 때, 치환기R⁴⁴ 또는 R⁴⁵는 서로 동일할 수도 상이할 수도 있다.In the present specification, the expression “(C _a ~C _b )cycloalkyl substituted with ^{R 44} _{” and “(C a} ~ C _b )cycloalkyl ^{substituted with R 45} ” means that any hydrogen atom bonded to a carbon atom is represents a cycloalkyl group having the above meaning consisting of a to b carbon atoms partially or completely substituted by one or more substituents R ⁴⁴ or R ^{45 , each selected from the range of the designated number of carbon atoms.} In this case, when ^{two or more substituents R 44} or R ⁴⁵ are present, the substituents R ⁴⁴ or R ⁴⁵ may be the same as or different from each other.

본 명세서에 있어서의 「C_a~C_b시클로알킬(C_d~C_e)알킬」의 표기는, 각각 상기의 의미인 임의의 C_a~C_b시클로알킬기에 의해, 탄소원자에 결합한 수소원자가 임의로 치환된, 탄소원자수가 d~e개로 이루어지는 상기의 의미인 알킬기를 나타내고, 각각의 지정된 탄소원자수의 범위에서 선택된다.Notation of "C _a ~ C _b cycloalkyl (C _d ~ C _e) alkyl" in the present specification, each by any of the C _a ~ C _b cycloalkyl group wherein the meaning of, the hydrogen atoms bonded to carbon atoms optionally A substituted, alkyl group having the above meaning consisting of d to e carbon atoms is selected from the range of each designated number of carbon atoms.

본 명세서에 있어서의 「C_a~C_b알콕시(C_d~C_e)알킬」의 표기는, 각각 상기의 의미인 임의의 C_a~C_b알콕시기에 의해, 탄소원자에 결합한 수소원자가 임의로 치환된, 탄소원자수가 d~e개로 이루어지는 상기의 의미인 알킬기를 나타내고, 각각의 지정된 탄소원자수의 범위에서 선택된다.In the present specification, _{the notation of “C a} ~ C _b alkoxy(C _d ~C _e )alkyl” means that a hydrogen atom bonded to a carbon atom is optionally substituted with an arbitrary _{C a} ~ C _{b alkoxy group having the above meaning.} , represents an alkyl group having the above meaning consisting of d to e carbon atoms, and is selected from the range of each designated number of carbon atoms.

본 명세서에 있어서의 「트리(C_a~C_b알킬)실릴」의 표기는, 각각 동일할 수도 또는 서로 상이할 수도 있는 탄소원자수가 a~b개로 이루어지는 상기의 의미인 알킬에 의해 치환된 실릴기를 나타낸다. 구체예로서, 트리메틸실릴, 트리에틸실릴, 트리(n-프로필)실릴, 에틸디메틸실릴, n-프로필디메틸실릴, n-부틸디메틸실릴, i-부틸디메틸실릴, tert-부틸디메틸실릴 등을 들 수 있고, 각각의 지정된 탄소원자수의 범위에서 선택된다.In the present specification, _{the expression "tri (C a} -C _b alkyl) silyl" refers to a silyl group substituted by an alkyl having the above meaning consisting of a to b carbon atoms, which may be the same or different from each other. indicates. Specific examples include trimethylsilyl, triethylsilyl, tri(n-propyl)silyl, ethyldimethylsilyl, n-propyldimethylsilyl, n-butyldimethylsilyl, i-butyldimethylsilyl, and tert-butyldimethylsilyl. and is selected from the range of each designated number of carbon atoms.

본 명세서에 있어서의 「C_a~C_b알킬카르보닐」의 표기는, 탄소원자수가 a~b개로 이루어지는 상기의 의미인 알킬-C(O)-기를 나타내고, 예를 들어, 아세틸, n-프로피오닐, n-부티릴, i-부티릴, n-발레릴, i-발레릴, 2-메틸부타노일, 피발로일, n-헥사노일, n-헵타노일 등을 구체예로서 들 수 있고, 각각의 지정된 탄소원자수의 범위에서 선택된다. _{The expression "C a} ~ C _b alkylcarbonyl" in the present specification represents an alkyl-C(O)- group having the above meaning consisting of a to b carbon atoms, for example, acetyl, n-propy Onyl, n-butyryl, i-butyryl, n-valeryl, i-valeryl, 2-methylbutanoyl, pivaloyl, n-hexanoyl, n-heptanoyl etc. are mentioned as specific examples, Each designated number of carbon atoms is selected from the range.

본 명세서에 있어서의 「C_a~C_b알콕시카르보닐」의 표기는, 탄소원자수가 a~b개로 이루어지는 상기의 의미인 알킬-O-C(O)-기를 나타내고, 예를 들어 메톡시카르보닐, 에톡시카르보닐, n-프로필옥시카르보닐, i-프로필옥시카르보닐, n-부톡시카르보닐, i-부톡시카르보닐, sec-부톡시카르보닐, tert-부톡시카르보닐, 2-에틸헥실옥시카르보닐 등을 구체예로서 들 수 있고, 각각의 지정된 탄소원자수의 범위에서 선택된다.In the present specification, _{the expression "C a} ~ C _b alkoxycarbonyl" represents an alkyl-OC(O)- group having the above meaning consisting of a to b carbon atoms, for example, methoxycarbonyl, Toxycarbonyl, n-propyloxycarbonyl, i-propyloxycarbonyl, n-butoxycarbonyl, i-butoxycarbonyl, sec-butoxycarbonyl, tert-butoxycarbonyl, 2-ethylhexyl Siloxycarbonyl etc. are mentioned as a specific example, Each is selected from the range of the designated number of carbon atoms.

본 명세서에 있어서의 「C_a~C_b알킬아미노」의 표기는, 수소원자의 일방이 탄소원자수가 a~b개로 이루어지는 상기의 의미인 알킬에 의해 치환된 아미노기를 나타내고, 예를 들어, 메틸아미노, 에틸아미노, n-프로필아미노, i-프로필아미노, n-부틸아미노, i-부틸아미노, tert-부틸아미노 등을 구체예로서 들 수 있고, 각각의 지정된 탄소원자수의 범위에서 선택된다. _{The expression "C a} to C _b alkylamino" in the present specification represents an amino group in which one of the hydrogen atoms is substituted with an alkyl having the above meaning consisting of a to b carbon atoms, for example, methylamino , ethylamino, n-propylamino, i-propylamino, n-butylamino, i-butylamino, tert-butylamino and the like are exemplified, and each selected from the range of the designated number of carbon atoms.

본 명세서에 있어서의 「C_a~C_b할로알킬아미노」의 표기는, 수소원자의 일방이 탄소원자수가 a~b개로 이루어지는 상기의 의미인 할로알킬에 의해 치환된 아미노기를 나타내고, 예를 들어, 2,2,2-트리플루오로에틸아미노, 2-클로로-2,2-디플루오로에틸아미노, 3,3,3-트리플루오로프로필아미노 등을 구체예로서 들 수 있고, 각각의 지정된 탄소원자수의 범위에서 선택된다. _{The expression "C a} to C _b haloalkylamino" in the present specification represents an amino group in which one of the hydrogen atoms is substituted with a haloalkyl having the above meaning consisting of a to b carbon atoms, for example, 2,2,2-trifluoroethylamino, 2-chloro-2,2-difluoroethylamino, 3,3,3-trifluoropropylamino and the like are given as specific examples, and each designated carbon source It is chosen from a range of embroidery.

본 명세서에 있어서의 「디(C_a~C_b)알킬아미노」의 표기는, 수소원자가 양방 모두, 각각 동일할 수도 또는 서로 상이할 수도 있는 탄소원자수가 a~b개로 이루어지는 상기의 의미인 알킬에 의해 치환된 아미노기를 나타내고, 예를 들어, 디메틸아미노, 에틸(메틸)아미노, 디에틸아미노, n-프로필(메틸)아미노, i-프로필(메틸)아미노, 디(n-프로필)아미노, 디(n-부틸)아미노 등을 구체예로서 들 수 있고, 각각의 지정된 탄소원자수의 범위에서 선택된다.In the present specification, _{the expression "di(Ca} ~ _Cb )alkylamino" refers to alkyl having the above meaning consisting of a to b number of carbon atoms, each of which may have the same or different hydrogen atoms. represents an amino group substituted by, for example, dimethylamino, ethyl (methyl) amino, diethylamino, n-propyl (methyl) amino, i-propyl (methyl) amino, di (n-propyl) amino, di ( n-butyl)amino etc. are mentioned as a specific example, It is selected from the range of each designated number of carbon atoms.

본 명세서에 있어서의 「C_a~C_b알킬티오(C_d~C_e)알킬」의 표기는, 각각 상기의 의미인 임의의 C_a~C_b알킬티오기에 의해, 탄소원자에 결합한 수소원자가 임의로 치환된, 탄소원자수가 d~e개로 이루어지는 상기의 의미인 알킬기를 나타내고, 각각의 지정된 탄소원자수의 범위에서 선택된다.Notation of "C _a ~ C _b alkylthio (C _d ~ C _e) alkyl" in the present specification, each by importing any C _a ~ C _b alkylthio wherein the meaning of, the hydrogen atoms bonded to carbon atoms represents an optionally substituted alkyl group having the above meaning consisting of d to e carbon atoms, and is selected from each designated range of carbon atoms.

본 명세서에 있어서의 「(Z²)_p5a로 치환된 페닐」「(Z³)_p5b로 치환된 페닐」「(Z⁴)_p5c로 치환된 페닐」의 표기는, 벤젠환의 탄소원자에 결합한 p5a개, p5b개 또는 p5c개의 수소원자가, 각각 임의의 위치에서 치환기Z², Z³ 또는 Z⁴에 의해 치환된 페닐기를 나타낸다.Notation of "phenyl substituted with (Z ²⁾ _p5a" "(Z ³⁾ phenyl substituted with _p5b" "(Z ⁴⁾ phenyl substituted with _p5c" in the present specification is, p5a pieces bonded to the benzene ring carbon atoms , p5b or p5c hydrogen atoms each represent a phenyl group substituted with a ^{substituent Z 2} , Z ³ or Z ^{4 at an arbitrary position.}

또한 본 명세서에 있어서의 「(Z⁴)_p5c로 치환된 벤질」의 표기는, 벤젠환의 탄소원자에 결합한 p5c개의 수소원자가, 각각 임의의 위치에서 치환기Z⁴에 의해 치환된 벤질기(C₆H₅-CH₂-)를 나타낸다. ^{In addition, the notation of "benzyl substituted with (Z 4} ) _p5c " in the present specification is a benzyl group (C ₆ H in which p5c hydrogen atoms bonded to carbon atoms of the benzene ring ^{are substituted with a substituent Z 4 at any position, respectively).} ₅ -CH ₂ -).

다음에 본 발명의 제조법을 이하에 설명한다. 한편, 이하의 설명에서, Ph라는 기재는 페닐을 나타내고, Bn이라는 기재는 벤질기를 나타낸다.Next, the manufacturing method of this invention is demonstrated below. On the other hand, in the following description, the description Ph represents phenyl, and the description Bn represents a benzyl group.

또한, 치환기의 종류에 따라서는 E-체 및 Z-체의 기하이성체가 존재하는 경우가 있고, 이하의 설명에서, 이들 E-체 및 Z-체를 임의의 비율로 포함하는 혼합물에 대해서는, 하기와 같이 파선의 결합으로서 나타낸다. In addition, depending on the type of substituent, geometric isomers of E-form and Z-form may exist. It is shown as a combination of dashed lines as shown.

[화학식 15][Formula 15]

식(1)로 표시되는 본 발명 화합물은, 예를 들어 이하의 방법에 의해 제조할 수 있다.The compound of the present invention represented by the formula (1) can be produced, for example, by the following method.

제조법ARecipe A

[화학식 16][Formula 16]

식(2)[식 중, G, W¹, X, R¹, R², Z¹ 및 n은 상기와 동일한 의미를 나타내고, J¹은, 염소원자, 브롬원자 또는 요오드원자를 나타낸다.]로 표시되는 화합물[이하, 화합물(2)로 기재한다.]과, 식(3)[식 중, R³은 상기와 동일한 의미를 나타낸다.]로 표시되는 화합물[이하, 화합물(3)로 기재한다.] 또는 식(4)[식 중, R³은 상기와 동일한 의미를 나타낸다.]로 표시되는 화합물[이하, 화합물(4)로 기재한다.]을, 화합물(2)에 대하여 0.001~0.5몰당량의 팔라듐(2가)아세테이트, 테트라키스(트리페닐포스핀)팔라듐(0가), [1,1’-비스(디페닐포스피노)페로센]팔라듐(2가)디클로라이드 등의 팔라듐촉매 존재하, 필요하다면, 벤젠, 톨루엔, 메탄올, 에탄올, 프로판올, 1,4-디옥산, 테트라하이드로푸란, 디메톡시에탄, N,N-디메틸포름아미드, N,N-디메틸아세트아미드, 디메틸설폭사이드, 물 또는 그들의 2종류 이상의 임의의 비율의 혼합물 등을 용매로서 이용하고, 필요하다면, 화합물(2)에 대하여 1~10몰당량의 탄산나트륨, 탄산칼륨, 탄산세슘, 인산칼륨, 탄산수소나트륨, 탄산수소칼륨, 트리에틸아민, N,N-디이소프로필에틸아민 등을 염기로서 이용하고, 필요하다면, 화합물(2)에 대하여 0.001~0.5몰당량의 트리페닐포스핀, 트리시클로헥실포스핀, 2-디시클로헥실포스피노-2’,6’-디이소프로폭시비페닐, 2-디시클로헥실포스피노-2’,6’-디메톡시비페닐, 1,1’-비스(디페닐포스피노)페로센 등의 배위자를 첨가하고, 실온~반응혼합물의 환류온도의 온도범위에서 1시간~48시간 반응시킴으로써, 식(1)[식 중, G, W¹, X, R¹, R², R³, Z¹ 및 n은 상기와 동일한 의미를 나타낸다.]로 표시되는 화합물[이하, 화합물(1)로 기재한다.]을 얻을 수 있다.Formula (2) [wherein, G, W ¹ , X, R ¹ , R ² , Z ¹ and n have the same meaning as above, and J ¹ represents a chlorine atom, a bromine atom or an iodine atom] A compound represented by the represented compound [hereinafter referred to as compound (2)] and a compound represented by formula (3) [ ^{wherein R 3} has the same meaning as above] [hereinafter referred to as compound (3)] .] or the compound represented by formula (4) [ ^{wherein R 3} has the same meaning as above] [hereinafter referred to as compound (4)], 0.001 to 0.5 moles based on compound (2) The presence of an equivalent of palladium catalyst such as palladium (divalent) acetate, tetrakis (triphenylphosphine) palladium (zero valence), [1,1'-bis (diphenylphosphino) ferrocene] palladium (divalent) dichloride ha, if necessary, benzene, toluene, methanol, ethanol, propanol, 1,4-dioxane, tetrahydrofuran, dimethoxyethane, N,N-dimethylformamide, N,N-dimethylacetamide, dimethylsulfoxide, Water or a mixture of two or more thereof is used as the solvent and, if necessary, 1 to 10 molar equivalents of sodium carbonate, potassium carbonate, cesium carbonate, potassium phosphate, sodium hydrogen carbonate, hydrogen carbonate based on compound (2) Potassium, triethylamine, N,N-diisopropylethylamine, etc. are used as the base, and if necessary, 0.001 to 0.5 molar equivalents of triphenylphosphine, tricyclohexylphosphine, 2- Dicyclohexylphosphino-2',6'-diisopropoxybiphenyl, 2-dicyclohexylphosphino-2',6'-dimethoxybiphenyl, 1,1'-bis(diphenylphosphino) By adding a ligand such as ferrocene and reacting for 1 hour to 48 hours at a temperature range of room temperature to the reflux temperature of the reaction mixture, formula (1) [wherein, G, W ¹ , X, R ¹ , R ² , R ³ , Z ¹ and n have the same meanings as above.] (hereinafter, referred to as compound (1)) can be obtained.

여기서 이용되는 화합물(3) 및 화합물(4) 중 어느 것은 공지 화합물이고, 일부는 시판품으로서 입수할 수 있다. 또한, 그 이외의 것도, 문헌에 기재된 공지의 방법, 예를 들어 일본특허공개 2002-47292호 공보, 테트라헤드론[Tetrahedron] 2006년 62권 2831페이지, 유럽피언·저널·오브·오가닉·케미스트리[European Journal of Organic Chemistry] 2009년 2009권 23호 3964페이지 등에 기재된 방법에 준하여 합성할 수 있다.Any of compound (3) and compound (4) used here is a well-known compound, and some can obtain it as a commercial item. In addition, other methods are also known in the literature, for example, Japanese Patent Application Laid-Open No. 2002-47292, Tetrahedron 2006, Volume 62, p. 2831, European Journal of Organic Chemistry [ European Journal of Organic Chemistry] It can be synthesized according to the method described in 2009, Vol. 23, page 3964, etc.

제조법BRecipe B

[화학식 17][Formula 17]

화합물(1) 중, G가 수소원자인 식(1-1)[식 중, W¹, X, R¹, R², R³, Z¹ 및 n은 상기와 동일한 의미를 나타낸다.]로 표시되는 화합물[이하, 화합물(1-1)로 기재한다.]과 식(5)[식 중, R⁵는 상기와 동일한 의미를 나타내고, J²는 염소원자, 브롬원자, C₁~C₄알킬카르보닐옥시기(예를 들어, 피발로일 등), C₁~C₄알콕시카르보닐옥시기(예를 들어, 이소부틸옥시카르보닐옥시 등), 또는 아졸릴기(예를 들어 이미다졸-1-일) 등을 나타낸다.]로 표시되는 화합물[이하, 화합물(5)로 기재한다.]을, 필요하다면, 벤젠, 톨루엔, 디클로로메탄, 클로로포름, 1,2-디클로로에탄, 디에틸에테르, tert-부틸메틸에테르, 테트라하이드로푸란, 1,4-디옥산, 아세트산에틸, N,N-디메틸포름아미드, N,N-디메틸아세트아미드, 아세토니트릴, 물 또는 그들의 2종류 이상의 임의의 비율의 혼합물 등을 용매로서 이용하고, 필요하다면 화합물(1-1)에 대하여, 1~3몰당량의 탄산나트륨, 탄산칼륨, 탄산수소나트륨, 탄산수소칼륨, 트리에틸아민, N,N-디이소프로필에틸아민, 피리딘, 4-(디메틸아미노)피리딘 등의 염기 존재하, 0℃~반응혼합물의 환류온도의 온도범위에서 30분~24시간 반응시킴으로써, 화합물(1) 중, G가 -C(O)R⁵인 식(1-3)[식 중, W¹, X, R¹, R², R³, R⁵, Z¹ 및 n은 상기와 동일한 의미를 나타낸다.]으로 표시되는 화합물[이하, 화합물(1-3)로 기재한다.]을 얻을 수 있다.In compound (1), represented by formula (1-1) wherein G is a hydrogen atom [wherein, W ¹ , X, R ¹ , R ² , R ³ , Z ¹ and n have the same meanings as above.] compound [hereinafter referred to as compound (1-1)] and formula (5) [ ^{wherein R 5} represents the same meaning as above, and J ² is a chlorine atom, a bromine atom, and a C ₁ to C ₄ alkyl A carbonyloxy group (eg, pivaloyl, etc.), a C ₁ -C ₄ alkoxycarbonyloxy group (eg, isobutyloxycarbonyloxy, etc.), or an azolyl group (eg imidazole- 1-yl), etc.] [hereinafter referred to as compound (5)], if necessary, benzene, toluene, dichloromethane, chloroform, 1,2-dichloroethane, diethyl ether; tert-butylmethyl ether, tetrahydrofuran, 1,4-dioxane, ethyl acetate, N,N-dimethylformamide, N,N-dimethylacetamide, acetonitrile, water, or a mixture of two or more thereof in any ratio etc. are used as a solvent, and if necessary, 1 to 3 molar equivalents of sodium carbonate, potassium carbonate, sodium hydrogen carbonate, potassium hydrogen carbonate, triethylamine, N,N-diisopropylethylamine based on compound (1-1) , pyridine, 4-(dimethylamino)pyridine, etc., in the presence of a base such as 0 °C to the reflux temperature of the reaction mixture by reacting for 30 minutes to 24 hours, in compound (1), G is -C (O) R ⁵ , a compound represented by Formula (1-3) [wherein W ¹ , X, R ¹ , R ² , R ³ , R ⁵ , Z ¹ and n have the same meaning as above.] (1-3).] can be obtained.

여기서 이용되는 화합물(5) 중 어느 것은 공지 화합물이고, 일부는 시판품으로서 입수할 수 있다. 또한, 그 이외의 것도, 공지 화합물의 합성법에 준하여 합성할 수 있다. Any of the compounds (5) used herein are known compounds, and some can be obtained as a commercial item. In addition, other compounds can be synthesized according to the method for synthesizing a known compound.

제조법CRecipe C

[화학식 18][Formula 18]

화합물(1-1)과 식(6)[식 중, R⁶은 상기와 동일한 의미를 나타내고, J³은 불소원자, 염소원자, 브롬원자 또는 -OS(O)₂R⁶을 나타낸다.]으로 표시되는 화합물[이하, 화합물(6)이라 기재한다]을, 필요하다면, 벤젠, 톨루엔, 디클로로메탄, 클로로포름, 1,2-디클로로에탄, 디에틸에테르, tert-부틸메틸에테르, 테트라하이드로푸란, 1,4-디옥산, 아세트산에틸, N,N-디메틸포름아미드, N,N-디메틸아세트아미드, 아세토니트릴, 물 또는 그들의 2종류 이상의 임의의 비율의 혼합물 등을 용매로서 이용하고, 필요하다면 화합물(1-1)에 대하여, 1~3몰당량의 탄산나트륨, 탄산칼륨, 탄산수소나트륨, 탄산수소칼륨, 트리에틸아민, N,N-디이소프로필에틸아민, 피리딘, 4-(디메틸아미노)피리딘 등의 염기 존재하, 0℃~반응혼합물의 환류온도의 온도범위에서 30분~24시간 반응시킴으로써, 화합물(1) 중, G가 -S(O)₂R⁶인 식(1-4)[식 중, W¹, X, R¹, R², R³, R⁶, Z¹ 및 n은 상기와 동일한 의미를 나타낸다.]로 표시되는 화합물[이하, 화합물(1-4)로 기재한다.]을 얻을 수 있다.In compounds (1-1) and (6) [ ^{wherein R 6} represents the same meaning as above, and J ³ represents a fluorine atom, a chlorine atom, a bromine atom or -OS(O) ₂ R ⁶ ] The represented compound [hereinafter referred to as compound (6)] is, if necessary, benzene, toluene, dichloromethane, chloroform, 1,2-dichloroethane, diethyl ether, tert-butylmethyl ether, tetrahydrofuran, 1 ,4-dioxane, ethyl acetate, N,N-dimethylformamide, N,N-dimethylacetamide, acetonitrile, water or a mixture in any ratio of two or more thereof is used as a solvent, and, if necessary, a compound ( With respect to 1-1), 1-3 molar equivalents of sodium carbonate, potassium carbonate, sodium hydrogen carbonate, potassium hydrogen carbonate, triethylamine, N,N-diisopropylethylamine, pyridine, 4-(dimethylamino)pyridine, etc. in the presence of a base and, by refluxing temperature of 0 ℃ ~ 30-24 minutes at a temperature range of the reaction mixture, the compound (1) in, G is -S (O) ₂ R ⁶ the formula (1-4) wherein Among them, W ¹ , X, R ¹ , R ² , R ³ , R ⁶ , Z ¹ and n have the same meanings as above.] [hereinafter referred to as compound (1-4)] can get

여기서 이용되는 화합물(6) 중 어느 것은 공지 화합물이고, 일부는 시판품으로서 입수할 수 있다. 또한, 그 이외의 것도, 공지 화합물의 합성법에 준하여 합성할 수 있다.Any of the compounds (6) used herein are known compounds, and some can be obtained as a commercial item. In addition, other compounds can be synthesized according to the method for synthesizing a known compound.

제조법Drecipe D

[화학식 19][Formula 19]

화합물(1-1)과 식(7)[식 중, G²는 C₁~C₆알킬, R⁴로 치환된 (C₁~C₆)알킬을 나타내고, J⁴는 염소원자, 브롬원자, 요오드원자, C₁~C₆알킬설포닐옥시 또는 C₁~C₆할로알킬설포닐옥시를 나타내고, R⁴는 상기와 동일한 의미를 나타낸다.]로 표시되는 화합물[이하, 화합물(7)로 기재한다.]을, 필요하다면, 벤젠, 톨루엔, 디에틸에테르, tert-부틸메틸에테르, 테트라하이드로푸란, 1,4-디옥산, N,N-디메틸포름아미드, N,N-디메틸아세트아미드, 아세토니트릴, 디메틸설폭사이드, 설포란, 헥사메틸인산트리아미드, 물 또는 그들의 2종류 이상의 임의의 비율의 혼합물 등을 용매로서 이용하고, 필요하다면 화합물(1-1)에 대하여, 1~3몰당량의 수산화나트륨, 수산화칼륨, 수산화리튬, 수산화칼슘, 탄산나트륨, 탄산칼륨, 탄산세슘, 탄산수소나트륨, 탄산수소칼륨, 수소화나트륨, 수소화칼륨, 칼륨tert-부톡사이드, 리튬디이소프로필아미드, 나트륨비스(트리메틸실릴)아미드 또는 리튬비스(트리메틸실릴)아미드 등의 염기 존재하, -78℃~반응혼합물의 환류온도의 온도범위에서 30분~24시간 반응시킴으로써, 화합물(1) 중, G가 G²인 식(1-2)[식 중, G², W¹, X, R¹, R², R³, Z¹ 및 n은 상기와 동일한 의미를 나타낸다.]로 표시되는 화합물[이하, 화합물(1-2)로 기재한다.]을 얻을 수 있다.Compounds (1-1) and (7) [wherein G ² represents C ₁ to C ₆ alkyl, (C ₁ to C ₆ )alkyl ^{substituted with R 4} ^{, J 4} is a chlorine atom, a bromine atom, Represents an iodine atom, C ₁ -C ₆ alkylsulfonyloxy or C ₁ -C ₆ haloalkylsulfonyloxy, and R ⁴ has the same meaning as above.] ], if necessary, benzene, toluene, diethyl ether, tert-butylmethyl ether, tetrahydrofuran, 1,4-dioxane, N,N-dimethylformamide, N,N-dimethylacetamide, aceto Nitrile, dimethyl sulfoxide, sulfolane, hexamethyl phosphate triamide, water or a mixture in any ratio of two or more thereof is used as a solvent, and if necessary, 1 to 3 molar equivalents based on compound (1-1) Sodium hydroxide, potassium hydroxide, lithium hydroxide, calcium hydroxide, sodium carbonate, potassium carbonate, cesium carbonate, sodium hydrogen carbonate, potassium hydrogen carbonate, sodium hydride, potassium hydride, potassium tert-butoxide, lithium diisopropylamide, sodium bis(trimethylsilyl) ) in the presence of a base such as amide or lithium bis (trimethylsilyl) amide, in the presence of a base such as -78 ° C. to the reflux temperature of the reaction mixture for 30 minutes to 24 hours, in compound (1), G is G ² ( 1-2) ^{A compound represented by [wherein, G 2} , W ¹ , X, R ¹ , R ² , R ³ , Z ¹ and n have the same meaning as above.] [hereinafter, compound (1-2) ).] can be obtained.

여기서 이용되는 화합물(7) 중 어느 것은 공지 화합물이고, 일부는 시판품으로서 입수할 수 있다. 또한, 그 이외의 것도, 공지 화합물의 합성법에 준하여 합성할 수 있다.Any of the compounds (7) used herein are known compounds, and some can be obtained as a commercial item. In addition, other compounds can be synthesized according to the method for synthesizing a known compound.

제조법ERecipe E

[화학식 20][Formula 20]

화합물(1) 중, W¹이 산소원자인 식(1a)[식 중, G, X, R¹, R², R³, Z¹ 및 n은 상기와 동일한 의미를 나타낸다.]로 표시되는 화합물[이하, 화합물(1a)로 기재한다.]과, 화합물(1a)에 대하여 1~10몰당량의 오황화이인 또는 로손시약[Lawesson’s Reagent: 2,4-비스(4-메톡시페닐)-1,3-디티아-2,4-디포스페탄-2,4-디설파이드]을 필요하다면, 벤젠, 톨루엔, 자일렌, 피리딘, 피페리딘, 디에틸에테르, tert-부틸메틸에테르, 테트라하이드로푸란, 1,4-디옥산, 메탄올, 에탄올, 물 또는 그들의 2종류 이상의 임의의 비율의 혼합물 등을 용매로서 이용하고, 실온~반응혼합물의 환류온도의 온도범위에서 30분~24시간 반응시킴으로써, 화합물(1) 중, W¹이 황원자인 식(1b)[식 중, G, X, R¹, R², R³, Z¹ 및 n은 상기와 동일한 의미를 나타낸다.]로 표시되는 화합물[이하, 화합물(1b)로 기재한다.]을 얻을 수 있다.In compound (1), a compound ^{represented by formula (1a) wherein W 1} is an oxygen atom [wherein G, X, R ¹ , R ² , R ³ , Z ¹ and n have the same meanings as above.] [Hereinafter, it is referred to as compound (1a).] and 1 to 10 molar equivalents of diphosphorus pentasulfide or Lawson's reagent [Lawesson's Reagent: 2,4-bis(4-methoxyphenyl)-1 based on compound (1a)) ,3-dithia-2,4-diphosphatane-2,4-disulfide], if necessary, benzene, toluene, xylene, pyridine, piperidine, diethyl ether, tert-butylmethyl ether, tetrahydrofuran , 1,4-dioxane, methanol, ethanol, water or a mixture of two or more thereof as a solvent, and reacting for 30 minutes to 24 hours at a temperature ranging from room temperature to the reflux temperature of the reaction mixture, the compound In (1), ^{a compound represented by formula (1b) wherein W 1} is a sulfur atom [wherein G, X, R ¹ , R ² , R ³ , Z ¹ and n have the same meanings as above.] , described as compound (1b).] can be obtained.

화합물(1-1a)은 하기의 방법으로 얻을 수 있다.Compound (1-1a) can be obtained by the following method.

제조법FRecipe F

[화학식 21][Formula 21]

식(8)[식 중, X, R¹, R², R³, Z¹ 및 n은 상기와 동일한 의미를 나타내고, R^X는 C₁~C₆알킬을 나타낸다.]로 표시되는 화합물[이하, 화합물(8)로 기재한다.]을, 필요하다면, 헥산, 헵탄, 벤젠, 톨루엔, 디에틸에테르, 디이소프로필에테르, 테트라하이드로푸란, 1,4-디옥산, 디클로로메탄, 클로로포름, 1,2-디클로로에탄, N,N-디메틸포름아미드, N,N-디메틸아세트아미드, 디메틸설폭사이드, 아세토니트릴, 아세톤, 메틸에틸케톤, 아세토니트릴, 물 또는 그들의 2종류 이상의 임의의 비율의 혼합물 등을 용매로서 이용하고, 필요하다면 화합물(8)에 대하여 1~5몰당량의 트리에틸아민, 트리부틸아민, 디이소프로필에틸아민, 피리딘, 4-(디메틸아미노)피리딘, 1,8-디아자비시클로[5,4,0]-7-운데센, 1,4-디아자비시클로[2,2,2]옥탄, 수산화나트륨, 수산화칼륨, 수산화칼슘, 탄산나트륨, 탄산칼륨, 탄산수소나트륨, 탄산수소칼륨, 수소화나트륨 또는 칼륨tert-부톡사이드 등의 염기 존재하, 실온~반응혼합물의 환류온도의 온도범위에서 30분~24시간 반응시킴으로써, 화합물(1-1) 중, W¹이 산소원자인 식(1-1a)[식 중, X, R¹, R², R³, Z¹ 및 n은 상기와 동일한 의미를 나타낸다.]로 표시되는 화합물[이하, 화합물(1-1a)로 기재한다.]을 얻을 수 있다.A compound represented by formula (8) [wherein, X, R ¹ , R ² , R ³ , Z ¹ and n have the same meanings as above, and R ^X represents C ₁ to C _{6 alkyl] [hereinafter} , described as compound (8).], if necessary, hexane, heptane, benzene, toluene, diethyl ether, diisopropyl ether, tetrahydrofuran, 1,4-dioxane, dichloromethane, chloroform, 1, 2-dichloroethane, N,N-dimethylformamide, N,N-dimethylacetamide, dimethyl sulfoxide, acetonitrile, acetone, methyl ethyl ketone, acetonitrile, water or a mixture of two or more thereof in any ratio Used as a solvent and, if necessary, 1 to 5 molar equivalents of triethylamine, tributylamine, diisopropylethylamine, pyridine, 4-(dimethylamino)pyridine, 1,8-diazabicyclo based on compound (8) [5,4,0]-7-undecene, 1,4-diazabicyclo[2,2,2]octane, sodium hydroxide, potassium hydroxide, calcium hydroxide, sodium carbonate, potassium carbonate, sodium hydrogencarbonate, potassium hydrogencarbonate, By reacting in the presence of a base such as sodium hydride or potassium tert-butoxide at a temperature ranging from room temperature to the reflux temperature of the reaction mixture for 30 minutes to 24 hours, in compound (1-1), W ¹ is an oxygen atom, formula (1) -1a) [wherein, X, R ¹ , R ² , R ³ , Z ¹ and n have the same meaning as above.] A compound [hereinafter referred to as compound (1-1a)] can be obtained

제조법GRecipe G

[화학식 22][Formula 22]

화합물(1-2)과, 화합물(1-2)에 대하여 1~20몰당량의 모르폴린을, 필요하다면, 벤젠, 톨루엔, 자일렌, N,N-디메틸포름아미드, N,N-디메틸아세트아미드, N-메틸-2-피롤리돈, 디메틸설폭사이드, 설포란, 아세토니트릴, 물 또는 그들의 2종류 이상의 임의의 비율의 혼합물 등을 용매로서 이용하고, 0℃~반응혼합물의 환류온도의 온도범위에서 1시간~48시간 반응시키거나, 또는, 화합물(1-2)에 대하여 1~100몰당량의 황산, 염산 등의 프로톤산 또는 브롬화붕소, 염화알루미늄, 염화아연 등의 루이스산을, 필요하다면, 디클로로메탄, 클로로포름, 1,2-디클로로에탄, 사염화탄소 또는 그들의 2종류 이상의 임의의 비율의 혼합물 등을 용매로서 이용하고, -78℃~반응혼합물의 환류온도의 범위에서 1~48시간 반응시키거나, 혹은, 화합물(1-2)에 대하여 1~20몰당량의 수산화나트륨, 수산화칼륨, 수산화리튬 등의 염기를, 필요하다면, 메탄올, 에탄올, 노말프로판올, 이소프로판올, 노말부탄올, 1,4-디옥산, 1,2-디메톡시에탄, 테트라하이드로푸란, 물 또는 그들의 2종류 이상의 임의의 비율의 혼합물 등을 용매로서 이용하고, 0℃~반응혼합물의 환류온도의 범위에서 1~48시간 환류함으로써, 화합물(1-1)을 얻을 수 있다.Compound (1-2) and 1 to 20 molar equivalents of morpholine based on compound (1-2), if necessary, benzene, toluene, xylene, N,N-dimethylformamide, N,N-dimethylacet Amide, N-methyl-2-pyrrolidone, dimethyl sulfoxide, sulfolane, acetonitrile, water, or a mixture of two or more of them in an arbitrary ratio is used as a solvent, and the temperature of the reaction mixture is 0° C. to the reflux temperature. 1 hour to 48 hours within the range, or 1 to 100 molar equivalents of protonic acid such as sulfuric acid or hydrochloric acid or Lewis acid such as boron bromide, aluminum chloride or zinc chloride with respect to compound (1-2), required If necessary, use dichloromethane, chloroform, 1,2-dichloroethane, carbon tetrachloride, or a mixture in any ratio of two or more thereof as a solvent, and react in the range of -78°C to the reflux temperature of the reaction mixture for 1 to 48 hours. Or, 1 to 20 molar equivalents of a base such as sodium hydroxide, potassium hydroxide, lithium hydroxide, etc. with respect to compound (1-2), if necessary, methanol, ethanol, normal propanol, isopropanol, normal butanol, 1,4- Using dioxane, 1,2-dimethoxyethane, tetrahydrofuran, water, or a mixture of two or more thereof as a solvent, and refluxing for 1 to 48 hours in the range of 0 ° C. to the reflux temperature of the reaction mixture , compound (1-1) can be obtained.

제조법HRecipe H

[화학식 23][Formula 23]

화합물(1-3)과, 화합물(1-3)에 대하여 1~5몰당량의 수산화나트륨, 수산화칼륨, 수산화리튬, 나트륨메톡사이드 또는 나트륨에톡사이드를, 필요하다면, 메탄올, 에탄올, 벤젠, 톨루엔, 테트라하이드로푸란, 1,4-디옥산, 아세토니트릴, 아세톤, 물 또는 그들의 2종류 이상의 임의의 비율의 혼합물 등을 용매로서 이용하고, 0℃~반응혼합물의 환류온도의 온도범위에서 1시간~48시간 반응시킴으로써, 화합물(1-1)을 얻을 수 있다.Compound (1-3) and 1-5 molar equivalents of sodium hydroxide, potassium hydroxide, lithium hydroxide, sodium methoxide or sodium ethoxide based on compound (1-3), if necessary, methanol, ethanol, benzene; Toluene, tetrahydrofuran, 1,4-dioxane, acetonitrile, acetone, water, or a mixture in any ratio of two or more thereof is used as a solvent, and the temperature ranges from 0° C. to the reflux temperature of the reaction mixture for 1 hour. By making it react for -48 hours, compound (1-1) can be obtained.

제조법IRecipe I

[화학식 24][Formula 24]

화합물(1) 중 R²가 J¹인 식(1-6)[식 중, W¹, X, G, R¹, R³, J¹, Z¹ 및 n은 상기와 동일한 의미를 나타낸다.]으로 표시되는 화합물[이하, 화합물(1-6)로 기재한다.]을, 화합물(1-6)에 대하여 0.1~3질량부의 팔라듐 탄소촉매 존재하, 메탄올, 에탄올, 벤젠, 톨루엔, 1,4-디옥산, 테트라하이드로푸란, 디메톡시에탄, 아세트산에틸, 아세토니트릴, N,N-디메틸포름아미드, 아세트산, 물 또는 그들의 2종류 이상의 임의의 비율의 혼합물 등을 용매로서 이용하고, 필요하다면, 염산, 황산, 메탄설폰산 등의 산, 또는 트리에틸아민, N,N-디이소프로필에틸아민, 피리딘 등의 염기를 이용하고, 0℃~반응혼합물의 환류온도의 온도범위에서 30분~50시간, 수소분위기하, 반응시킴으로써, 화합물(1) 중 R²가 수소원자인 식(1-5)[식 중, W¹, X, G, R¹, R³, Z¹ 및 n은 상기와 동일한 의미를 나타낸다.]로 표시되는 화합물[이하, 화합물(1-5)로 기재한다.]을 얻을 수 있다.Formula (1-6), wherein ^{R 2} is J ¹ in compound (1) ^{[wherein, W 1} , X, G, R ¹ , R ³ , J ¹ , Z ¹ and n have the same meanings as above.] A compound represented by [hereinafter referred to as compound (1-6)] in the presence of 0.1 to 3 parts by mass of a palladium carbon catalyst based on compound (1-6), methanol, ethanol, benzene, toluene, 1,4 - Dioxane, tetrahydrofuran, dimethoxyethane, ethyl acetate, acetonitrile, N,N-dimethylformamide, acetic acid, water, or a mixture of two or more thereof in any ratio is used as the solvent, and, if necessary, hydrochloric acid , using an acid such as sulfuric acid or methanesulfonic acid, or a base such as triethylamine, N,N-diisopropylethylamine, or pyridine, at a temperature ranging from 0° C. to the reflux temperature of the reaction mixture for 30 minutes to 50 hours. , by reacting in a hydrogen atmosphere, in the compound (1), R ² is a hydrogen atom in formula (1-5) [wherein, W ¹ , X, G, R ¹ , R ³ , Z ¹ and n are the same as above. meaning.] [hereinafter referred to as compound (1-5)] can be obtained.

제조법Jrecipe J

[화학식 25][Formula 25]

화합물(1) 중 R²가 -NH₂인 식(1-7)[식 중, W¹, X, G, R¹, R³, Z¹ 및 n은 상기와 동일한 의미를 나타낸다.]로 표시되는 화합물[이하, 화합물(1-7)로 기재한다.]과 화합물(1-7)에 대하여 0.5~5몰당량의 아질산나트륨(9) 또는 식(10)[식 중, J⁵는 C₃~C₆알킬을 나타낸다.]으로 표시되는 화합물[이하, 화합물(10)로 기재한다.], 및 식(11)[식 중, J¹은 상기와 동일한 의미를 나타낸다.]로 표시되는 화합물[이하, 화합물(11)로 기재한다.]을, 필요하면, 염화구리, 브롬화구리, 요오드화구리, 요오드화칼륨 등을 이용하고, 메탄올, 에탄올, 1,4-디옥산, 테트라하이드로푸란, 아세토니트릴, 디클로로메탄, N,N-디메틸포름아미드, 물 또는 그들의 2종류 이상의 임의의 비율의 혼합물 등을 용매로서 이용하고, 0℃~반응혼합물의 환류온도의 온도범위에서 30분~24시간 반응시킴으로써, 화합물(1) 중 R²가 J¹인 식(1-6)[식 중, W¹, X, G, R¹, R³, Z¹, n 및 J¹은 상기와 동일한 의미를 나타낸다.]으로 표시되는 화합물[이하, 화합물(1-6)로 기재한다.]을 얻을 수 있다. In compound (1), R ² is -NH ₂ Formula (1-7) [wherein W ¹ , X, G, R ¹ , R ³ , Z ¹ and n have the same meaning as above.] 0.5 to 5 molar equivalents of sodium nitrite (9) or formula (10) [wherein J ⁵ is C ₃ ~C ₆ represents alkyl.] [hereinafter referred to as compound (10)], and a compound represented by formula (11) [ ^{wherein J 1} has the same meaning as above] [ Hereinafter, it is described as compound (11).], if necessary, using copper chloride, copper bromide, copper iodide, potassium iodide, etc., methanol, ethanol, 1,4-dioxane, tetrahydrofuran, acetonitrile, Using dichloromethane, N,N-dimethylformamide, water, or a mixture of two or more thereof as a solvent, and reacting for 30 minutes to 24 hours at a temperature ranging from 0° C. to the reflux temperature of the reaction mixture, the compound In the ^{formula (1-6) wherein R 2} is J ¹ in (1) [wherein, W ¹ , X, G, R ¹ , R ³ , Z ¹ , n and J ¹ have the same meanings as above.] The represented compound [hereinafter referred to as compound (1-6)] can be obtained.

여기서 이용되는 화합물(9), 화합물(10) 및 화합물(11)은 공지 화합물이고, 일부는 시판품으로서 입수할 수 있다. 또한, 그 이외의 화합물도, 공지 화합물의 합성법으로 합성할 수 있다. Compound (9), compound (10), and compound (11) used herein are known compounds, and some can be obtained as a commercial item. In addition, compounds other than that can also be synthesize|combined by the synthesis method of a well-known compound.

제조법Krecipe K

[화학식 26][Formula 26]

화합물(1) 중, R²가 -N(Bn)₂인 식(1-8)[식 중, W¹, X, G, R¹, R³, Z¹ 및 n은 상기와 동일한 의미를 나타낸다.]로 표시되는 화합물[이하, 화합물(1-8)로 기재한다.]을, 화합물(1-8)에 대하여 0.1~3질량부의 팔라듐 탄소촉매 존재하, 메탄올, 에탄올, 벤젠, 톨루엔, 1,4-디옥산, 테트라하이드로푸란, 디메톡시에탄, 아세트산에틸, 아세토니트릴, N,N-디메틸포름아미드, 아세트산, 물 또는 그들의 2종류 이상의 임의의 비율의 혼합물 등을 용매로서 이용하고, 필요하다면 염산, 황산, 메탄설폰산 등을 산촉매로서 첨가하고, 0℃~반응혼합물의 환류온도의 온도범위에서 30분~100시간, 수소분위기하 반응시킴으로써, 화합물(1-7)을 얻을 수 있다.In compound (1), R ² is -N(Bn) ₂ Formula (1-8) [wherein, W ¹ , X, G, R ¹ , R ³ , Z ¹ and n have the same meanings as above. .] in the presence of 0.1 to 3 parts by mass of a palladium carbon catalyst based on compound (1-8) [hereinafter referred to as compound (1-8)], methanol, ethanol, benzene, toluene, 1 ,4-dioxane, tetrahydrofuran, dimethoxyethane, ethyl acetate, acetonitrile, N,N-dimethylformamide, acetic acid, water or a mixture in any ratio of two or more thereof is used as the solvent, and if necessary Compound (1-7) can be obtained by adding hydrochloric acid, sulfuric acid, methanesulfonic acid, etc. as an acid catalyst and reacting in a hydrogen atmosphere for 30 minutes to 100 hours at a temperature range of 0° C. to the reflux temperature of the reaction mixture.

제조법Lrecipe L

[화학식 27][Formula 27]

화합물(1) 중 Z¹의 적어도 하나가 -OBn인 식(1-9)[식 중, W¹, G, X, R¹, R² 및 R³은 상기와 동일한 의미를 나타낸다.]로 표시되는 화합물[이하, 화합물(1-9)로 기재한다.]을, 화합물(1-9)에 대하여 0.1~3질량부의 팔라듐 탄소촉매 존재하, 메탄올, 에탄올, 벤젠, 톨루엔, 1,4-디옥산, 테트라하이드로푸란, 디메톡시에탄, 아세트산에틸, 아세토니트릴, N,N-디메틸포름아미드, 아세트산, 물 또는 그들의 2종류 이상의 임의의 비율의 혼합물 등을 용매로서 이용하고, 필요하다면 염산, 황산, 메탄설폰산 등의 산, 또는 트리에틸아민, N,N-디이소프로필에틸아민, 피리딘 등의 염기를 이용하고, 0℃~반응혼합물의 환류온도의 온도범위에서, 30분~50시간, 수소분위기하 반응시킴으로써, 화합물(1) 중 Z¹이 하이드록시기인 식(1-10)[식 중, W¹, G, X, R¹, R² 및 R³은 상기와 동일한 의미를 나타낸다.]로 표시되는 화합물[이하, 화합물(1-10)로 기재한다.]을 얻을 수 있다. 이어서, 화합물(1-10)과 식(12)[식 중, J⁴는 상기와 동일한 의미를 나타내고, R^35a는, 상기 R³⁵가 나타내는 치환기 중 수소원자를 제외한 것을 나타낸다.]로 표시되는 화합물[이하, 화합물(12)로 기재한다.]을, 테트라하이드로푸란, 1,4-디옥산, 디클로로메탄, 클로로포름, 1,2-디클로로에탄, N,N-디메틸포름아미드, N,N-디메틸아세트아미드, 디메틸설폭사이드, 아세토니트릴, 아세톤, 메틸에틸케톤, 아세토니트릴, 물 또는 그들의 2종류 이상의 임의의 비율의 혼합물 등을 용매로서 이용하고, 화합물(1-10)에 대하여 1~5몰당량의 수산화나트륨, 탄산칼륨, 탄산세슘, 탄산수소나트륨, 탄산수소칼륨, 수소화나트륨, 수소화칼륨, 칼륨tert-부톡사이드, 트리에틸아민, 트리부틸아민, 디이소프로필에틸아민, 피리딘, 4-(디메틸아미노)피리딘, 1,8-디아자비시클로[5,4,0]-7-운데센 등의 염기 존재하, 실온~반응혼합물의 환류온도의 온도범위에서 30분~24시간 반응시킴으로써, 식(1-11)[식 중, W¹, G, X, R¹, R², R³ 및 R^35a는 상기와 동일한 의미를 나타낸다.]로 표시되는 화합물[이하, 화합물(1-11)로 기재한다.]을 얻을 수 있다.In compound (1), ^{at least one of Z 1} is -OBn, represented by the formula (1-9) [wherein W ¹ , G, X, R ¹ , R ² and R ³ have the same meaning as above.] compound [hereinafter referred to as compound (1-9)] in the presence of 0.1 to 3 parts by mass of a palladium carbon catalyst based on compound (1-9), methanol, ethanol, benzene, toluene, 1,4-di Oxane, tetrahydrofuran, dimethoxyethane, ethyl acetate, acetonitrile, N,N-dimethylformamide, acetic acid, water, or a mixture in any ratio of two or more thereof is used as the solvent, and if necessary, hydrochloric acid, sulfuric acid, Using an acid such as methanesulfonic acid, or a base such as triethylamine, N,N-diisopropylethylamine, or pyridine, in a temperature range of 0° C. to the reflux temperature of the reaction mixture, 30 minutes to 50 hours, hydrogen Formula (1-10) wherein ^{Z 1} is a hydroxyl group in compound (1) by reacting in an atmosphere ^{[wherein W 1} , G, X, R ¹ , R ² and R ³ have the same meanings as above.] A compound represented by [hereinafter, referred to as compound (1-10)] can be obtained. Next, the compound represented by the compound (1-10) and the formula (12) [ ^{wherein J 4} has the same meaning as above, and R ^35a is ^{a substituent represented by R 35} except for a hydrogen atom.] [hereinafter referred to as compound (12)], tetrahydrofuran, 1,4-dioxane, dichloromethane, chloroform, 1,2-dichloroethane, N,N-dimethylformamide, N,N-dimethyl Using acetamide, dimethyl sulfoxide, acetonitrile, acetone, methyl ethyl ketone, acetonitrile, water, or a mixture of two or more thereof as a solvent in an arbitrary ratio, 1 to 5 molar equivalents based on compound (1-10) sodium hydroxide, potassium carbonate, cesium carbonate, sodium hydrogen carbonate, potassium hydrogen carbonate, sodium hydride, potassium hydride, potassium tert-butoxide, triethylamine, tributylamine, diisopropylethylamine, pyridine, 4-(dimethyl In the presence of a base such as amino) pyridine or 1,8-diazabicyclo[5,4,0]-7-undecene, the reaction mixture is reacted for 30 minutes to 24 hours at a temperature ranging from room temperature to the reflux temperature of the reaction mixture, the formula ( 1-11) ^{A compound represented by [wherein, W 1} , G, X, R ¹ , R ² , R ³ and R ^35a have the same meaning as above.] [hereinafter referred to as compound (1-11)) do.] can be obtained.

여기서 이용되는 화합물(12) 중 어느 것은 공지 화합물이고, 일부는 시판품으로서 입수할 수 있다. 또한, 그 이외의 것도, 공지 화합물의 합성법에 준하여 합성할 수 있다.Any of compound (12) used here is a well-known compound, and some can obtain it as a commercial item. In addition, other compounds can be synthesized according to the method for synthesizing a known compound.

제조법Mrecipe M

[화학식 28][Formula 28]

화합물(1) 중 R³에 있어서의 치환기Y¹의 적어도 하나가 -OBn인 식(1-12)[식 중, W¹, Z¹, X, G, n, R¹, R² 및 R³은 상기와 동일한 의미를 나타낸다. 한편, 식 중의 BnO-, HO-, R^11aO-는, 본래 R³에 포함되는 기인데, 상기 식에서는 편의상, 명확하게 하기 위해 별도로 기재하고 있다.]로 표시되는 화합물[이하, 화합물(1-12)로 기재한다.]을, 제조법L과 동일한 조건하에서 반응시킴으로써, 화합물(1) 중 Y¹의 적어도 하나가 하이드록시기인 식(1-13)[식 중, W¹, Z¹, X, G, n, R¹, R² 및 R³은 상기와 동일한 의미를 나타낸다.]으로 표시되는 화합물[이하, 화합물(1-13)로 기재한다.]을 얻을 수 있다. 이어서, 화합물(1-13)과 식(13)으로 표시되는 화합물[식 중, J⁴는 상기와 동일한 의미를 나타내고, R^11a는 상기 R¹¹이 나타내는 치환기 중 수소원자를 제외한 것을 나타낸다.]로 표시되는 화합물[이하, 화합물(13)로 기재한다.]을, 제조법L과 동일하게 반응시킴으로써, 화합물(1) 중 Y¹의 적어도 하나가 -OR^11a인 식(1-14)[식 중, W¹, Z¹, X, G, n, R¹, R², R³ 및 R^11a는 상기와 동일한 의미를 나타낸다.]로 표시되는 화합물[이하, 화합물(1-14)로 기재한다.]을 얻을 수 있다.Formula (1-12), wherein at least one of substituent Y ¹ ^{in R 3} in compound (1) is -OBn [wherein W ¹ , Z ¹ , X, G, n, R ¹ , R ² and R ^{3 )} indicates the same meaning as above. On the other hand, in the formula, BnO-, HO-, R ^11a O- is ^{a group originally included in R 3} , but in the above formula, it is separately described for convenience and clarity.] ^{-12).], in which at least one of Y 1} in compound (1) is a hydroxy group by reacting under the same conditions as in Production Method L, in Formula (1-13) [wherein W ¹ , Z ¹ , X , G, n, R ¹ , R ² and R ³ have the same meanings as above.] [hereinafter referred to as compound (1-13)] can be obtained. Next, to the compound (1-13) and the compound represented by the formula (13) [ ^{wherein J 4} has the same meaning as above, and R ^11a represents a substituent represented by R ¹¹ excluding a hydrogen atom]. By reacting the represented compound [hereinafter referred to as compound (13).] in the same manner as in Production Method L, in compound (1), at least one ^{of Y 1} ^{is -OR 11a} Formula (1-14) [wherein, W ¹ , Z ¹ , X, G, n, R ¹ , R ² , R ³ and R ^11a have the same meanings as above.] can get

여기서 이용되는 화합물(13) 중 어느 것은 공지 화합물이고, 일부는 시판품으로서 입수할 수 있다. 또한, 그 이외의 것도, 공지 화합물의 합성법에 준하여 합성할 수 있다.Any of the compounds (13) used here are known compounds, and some can be obtained as a commercial item. In addition, other compounds can be synthesized according to the method for synthesizing a known compound.

제조법Nrecipe N

[화학식 29][Formula 29]

화합물(1) 중 Z¹의 적어도 하나가 Z^1a인 식(1-15)[식 중, W¹, X, G, R¹, R² 및 R³은 상기와 동일한 의미를 나타내고, Z^1a는, 염소원자, 브롬원자, 요오드원자, C₁~C₆알킬설포닐옥시 또는 C₁~C₆할로알킬설포닐옥시를 나타낸다.]로 표시되는 화합물[이하, 화합물(1-15)로 기재한다.]을, 예를 들어, 국제공개 제2013/033228호 또는 국제공개 제2016/102420호에 기재된 방법 등에 준하여, 식(14)[식 중, R¹⁵ 및 R¹⁶은 상기와 동일한 의미를 나타낸다.]로 표시되는 화합물[이하, 화합물(14)로 기재한다.] 또는 벤조페논이민(15)과, 팔라듐촉매 존재하에서 반응시킴으로써, 화합물(1) 중 Z¹의 적어도 하나가 -NR¹⁵R¹⁶ 또는 -N=C(C₆H₅)₂인 식(1-16)[식 중, W¹, G, X, R¹, R² 및 R³은 상기와 동일한 의미를 나타내고, Z^1b는 -NR¹⁵R¹⁶ 또는 -N=C(C₆H₅)₂를 나타낸다.]으로 표시되는 화합물[이하, 화합물(1-16)로 기재한다.]을 얻을 수 있다.Formula (1-15), wherein at least one ^{of Z 1} in compound (1) ^{is Z 1a} ^{[wherein, W 1} , X, G, R ¹ , R ² and R ³ have the same meanings as above, and Z ^1a is , chlorine atom, bromine atom, iodine atom, C ₁ to C ₆ alkylsulfonyloxy or C ₁ to C ₆ haloalkylsulfonyloxy.] [hereinafter referred to as compound (1-15)) .], for example, according to the method described in International Publication No. 2013/033228 or International Publication No. 2016/102420, etc., formula (14) [ ^{wherein R 15} and R ¹⁶ have the same meaning as above. ] [hereinafter referred to as compound (14)] or by reacting with benzophenoneimine (15) in the presence of a palladium catalyst, at least one ^{of Z 1} ^{in compound (1) is -NR 15} R ¹⁶ or -N=C(C ₆ H ₅ ) ₂ Formula (1-16) [wherein, W ¹ , G, X, R ¹ , R ² and R ³ have the same meanings as above, and Z ^1b is -NR ¹⁵ R ¹⁶ or -N=C(C ₆ H ₅ ) ₂ .] [hereinafter referred to as compound (1-16)] can be obtained.

여기서 이용되는 (14) 및 (15)로 표시되는 화합물 중 어느 것은 공지 화합물이고, 일부는 시판품으로서 입수할 수 있다. 또한, 그 이외의 것도, 공지 화합물의 합성법에 준하여 합성할 수 있다.Any of the compounds represented by (14) and (15) used herein are known compounds, and some can be obtained as a commercial item. In addition, other compounds can be synthesized according to the method for synthesizing a known compound.

제조법Orecipe O

[화학식 30][Formula 30]

화합물(1-15)을, 예를 들어, 국제공개 제2019/178129호 또는 앙게반테·케미, 인터내셔널·에디션[Angewandte Chemie, International Edition] 2018년 57권 14198페이지 등에 기재된 방법에 준하여, 팔라듐촉매 존재하, 식(16)[식 중, Z^1c는, 페닐, (Z⁴)_p5c로 치환된 페닐, Q-2, Q-3, Q-4, Q-5, C₃~C₆시클로알킬을 나타낸다.]으로 표시되는 화합물 또는 식(17)로 표시되는 화합물[식 중, Z^1c는, 상기와 동일한 의미를 나타낸다.]로 표시되는 화합물과 반응시킴으로써, 화합물(1) 중 Z¹의 적어도 하나가 Z^1c인 식(1-17)[식 중, W¹, X, G, R¹, R², R³ 및 Z^1c는 상기와 동일한 의미를 나타낸다.]로 표시되는 화합물을 얻을 수 있다.Compound (1-15) in the presence of a palladium catalyst, for example, according to the method described in International Publication No. 2019/178129 or Angewandte Chemie, International Edition, 2018, Volume 57, page 14198, etc. In formula (16)[wherein, Z ^1c is phenyl, (Z ⁴ ) _p5c substituted phenyl, Q-2, Q-3, Q-4, Q-5, C ₃ ~C ₆ cycloalkyl is represented.] or a compound represented by formula (17) [ ^{wherein Z 1c} has the same meaning as above] by reacting with a compound represented by the compound (1), at least one ^{of Z 1} ^{A compound} represented by the formula (1-17) wherein is Z ^{1c [wherein W 1} , X, G, R ¹ , R ² , R ³ and Z ^1c has the same meaning as above] can be obtained.

여기서 이용되는 (16) 및 (17)로 표시되는 화합물 중 어느 것은 공지 화합물이고, 일부는 시판품으로서 입수할 수 있다. 또한, 그 이외의 것도, 공지 화합물의 합성법에 준하여 합성할 수 있다.Any of the compounds represented by (16) and (17) used herein is a known compound, and some can be obtained as a commercial item. In addition, other compounds can be synthesized according to the method for synthesizing a known compound.

제조법Precipe P

[화학식 31][Formula 31]

화합물(1-15)을, 예를 들어, 더·저널·오브·오가닉·케미스트리[The Journal of Organic Chemistry] 2007년 72권 6672페이지 등에 기재된 방법에 준하여, 식(18)[식 중, R^a는, C₁~C₄알킬, C₃~C₆시클로알킬 또는 트리(C₁~C₆알킬)실릴을 나타낸다.]로 표시되는 화합물[이하, 화합물(18)로 기재한다.]과 반응시킴으로써, 식(1-18)[식 중, W¹, X, G, R¹, R², R³ 및 R^a는 상기와 동일한 의미를 나타낸다.]로 표시되는 화합물[이하, 화합물(1-18)로 기재한다.]을 얻을 수 있다.Compound (1-15), for example, according to the method described in The Journal of Organic Chemistry 2007 vol. 72 p. 6672, etc., formula (18) [wherein R ^a represents C ₁ -C ₄ alkyl, C ₃ -C ₆ cycloalkyl, or tri(C ₁ -C ₆ alkyl)silyl.] By reacting with the compound [hereinafter referred to as compound (18)] , a compound represented by the formula (1-18) [wherein W ¹ , X, G, R ¹ , R ² , R ³ and R ^a have the same meaning as above.] [hereinafter, compound (1-18) ).] can be obtained.

여기서 이용되는 화합물(18) 중 어느 것은 공지 화합물이고, 일부는 시판품으로서 입수할 수 있다. 또한, 그 이외의 것도, 공지 화합물의 합성법에 준하여 합성할 수 있다.Any of the compounds (18) used herein are known compounds, and some can be obtained as a commercial item. In addition, other compounds can be synthesized according to the method for synthesizing a known compound.

제조법QRecipe Q

[화학식 32][Formula 32]

화합물(1-15)을, 예를 들어, 미국특허출원공개 제6215021호에 기재된 방법 등에 준하여, 식(19)[식 중, R^36a는 C₁~C₆할로알킬을 나타낸다.]로 표시되는 화합물[이하, 화합물(19)로 기재한다.]과 반응시킴으로써, 화합물(1) 중 Z¹의 적어도 하나가 -SR^36a인 식(1-19)[식 중, W¹, X, G, R¹, R², R³ 및 R^36a는 상기와 동일한 의미를 나타낸다.]로 표시되는 화합물[이하, 화합물(1-19)로 기재한다.]을 얻을 수 있다.Compound (1-15), for example, according to the method described in U.S. Patent Application Laid-Open No. 6215021, etc., represented by formula (19) [wherein R ^36a represents C ₁ to C ₆ haloalkyl.] By reacting with a compound [hereinafter referred to as compound (19)], at least one ^{of Z 1} ^{in compound (1) is -SR 36a} in formula (1-19) [wherein W ¹ , X, G, R ¹ , R ² , R ^{3 ,} and R ^36a have the same meanings as above.] [hereinafter, referred to as compound (1-19)] can be obtained.

여기서 이용되는 화합물(19) 중 어느 것은 공지 화합물이고, 일부는 시판품으로서 입수할 수 있다. 또한, 그 이외의 것도, 공지 화합물의 합성법에 준하여 합성할 수 있다.Any of the compounds (19) used here are known compounds, and some can be obtained as a commercial item. In addition, other compounds can be synthesized according to the method for synthesizing a known compound.

제조법Rrecipe R

[화학식 33][Formula 33]

화합물(1-15)을, 예를 들어, 국제공개 제2016/044770호 등에 기재된 방법에 준하여, 식(20)[식 중, R^y는, C₁~C₁₀알킬을 나타낸다.]로 표시되는 화합물[이하, 화합물(20)로 기재한다.]과 팔라듐촉매 존재하 반응시킴으로써, 식(1-20)[식 중, W¹, X, G, R¹, R², R³, R^y는 상기와 동일한 의미를 나타낸다.]으로 표시되는 화합물[이하, 화합물(1-20)로 기재한다.]을 조제한다. 이어서, 화합물(1-20)에 대하여 1~20몰당량의 나트륨메톡사이드, 나트륨에톡사이드, 칼륨tert부톡사이드 등의 염기 존재하, 식(20)[식 중, R³⁶ 및 J⁴는 상기와 동일한 의미를 나타낸다.]으로 표시되는 화합물[이하, 화합물(20)로 기재한다.]을 반응시킴으로써, 화합물(1) 중, Z¹의 적어도 하나가 -SR³⁶인 식(1-21)[식 중, W¹, X, G, R¹, R², R³ 및 R³⁶은 상기와 동일한 의미를 나타낸다.]로 표시되는 화합물[이하, 화합물(1-21)로 기재한다.]을 얻을 수 있다.Compound (1-15), for example, according to the method described in International Publication No. 2016/044770, etc., represented by formula (20) [wherein R ^y represents C ₁ to C ₁₀ alkyl.] By reacting a compound [hereinafter referred to as compound (20)] and a palladium catalyst in the presence of a palladium catalyst, formula (1-20) [wherein W ¹ , X, G, R ¹ , R ² , R ³ , R ^y is The same meaning as described above is prepared.] [hereinafter, referred to as compound (1-20)] is prepared. Then, in the presence of a base such as sodium methoxide, sodium ethoxide, potassium tert butoxide in 1 to 20 molar equivalents of compound (1-20), formula (20) [wherein ^{R 36} and J ^{4 are} By reacting a compound represented by [hereinafter referred to as compound (20)], in compound (1), at least one of ^{Z 1} ^{is -SR 36} [ formula (1-21) [ wherein W ¹ , X, G, R ¹ , R ² , R ³ and R ³⁶ have the same meaning as above.] can

여기서 이용되는 화합물(20) 및 화합물(21) 중 어느 것은 공지 화합물이고, 일부는 시판품으로서 입수할 수 있다. 또한, 그 이외의 것도, 공지 화합물의 합성법에 준하여 합성할 수 있다.Any of compound (20) and compound (21) used here is a well-known compound, and some can obtain it as a commercial item. In addition, other compounds can be synthesized according to the method for synthesizing a known compound.

제조법A~제조법R에 있어서, 반응종료 후의 반응혼합물은, 직접 농축, 또는 유기용매에 용해하고, 수세 후 농축, 또는 빙수에 투입, 유기용매 추출 후 농축과 같은, 통상의 후처리를 행하여, 목적의 피리다지논 화합물을 얻을 수 있다. 또한, 정제의 필요가 생겼을 때에는, 재결정, 칼럼 크로마토그래프, 박층 크로마토그래프, 액체 크로마토그래프 분취 등의, 임의의 정제방법에 의해 불순물을 분리하여, 정제할 수 있다.In Preparation Method A to Preparation Method R, the reaction mixture after completion of the reaction is directly concentrated or dissolved in an organic solvent, concentrated after washing with water, or poured into ice water, followed by normal post-treatment, such as concentration after extraction of the organic solvent, of the pyridazinone compound can be obtained. In addition, when the need for purification arises, impurities can be separated and purified by any purification method such as recrystallization, column chromatograph, thin layer chromatograph, liquid chromatograph, or the like.

제조법A에서 이용되는 화합물(2)은, 예를 들어, 반응식 1과 같이 하여 합성할 수 있다.Compound (2) used in the production method A can be synthesized, for example, as in Scheme 1.

반응식 1Scheme 1

[화학식 34][Formula 34]

식(21)[식 중, W¹, X, G, R¹, R², Z¹ 및 n은 상기와 동일한 의미를 나타낸다.]로 표시되는 화합물[이하, 화합물(21)로 기재한다.]과 식(22)[식 중 J¹은 상기와 동일한 의미를 나타낸다.]로 표시되는 화합물[이하, 화합물(22)로 기재한다.] 또는 식(23)[식 중, J¹은 상기와 동일한 의미를 나타낸다.]으로 표시되는 화합물[이하, 화합물(23)로 기재한다.]을, 예를 들어, 케미스트리·오브·헤테로사이클릭·컴파운즈[Chemistry of Heterocyclic Compounds] 2017년 53권 1156페이지 등에 기재된 방법에 준하여 반응시킴으로써, 화합물(2)을 얻을 수 있다.A compound represented by Formula (21) [wherein, W ¹ , X, G, R ¹ , R ² , Z ¹ and n have the same meanings as above.] and a compound represented by formula (22) [ ^{wherein J 1} has the same meaning as above] [hereinafter referred to as compound (22)] or formula (23) [ ^{wherein J 1} is the same as above] The compound represented by [Chemistry of Heterocyclic Compounds] [Chemistry of Heterocyclic Compounds] 2017, Volume 53, page 1156, etc. Compound (2) can be obtained by reacting according to the described method.

반응식 1에서 이용되는 화합물(21) 중 어느 것은 공지 화합물이고, 문헌에 기재된 방법, 예를 들어, 국제공개 제2015/168010호, 국제공개 제2017/074992호 등에 기재된 방법에 준하여 합성할 수 있다.Any of compound (21) used in Scheme 1 is a known compound, and can be synthesized according to methods described in literature, for example, methods described in International Publication Nos. 2015/168010 and 2017/074992.

또한, 반응식 1에서 이용되는 화합물(22) 또는 화합물(23)은, 공지 화합물이고 시판품으로서 입수할 수 있다.In addition, compound (22) or compound (23) used in Scheme 1 is a known compound and can be obtained as a commercial item.

제조법F에서 이용되는 화합물(8)은 반응식 2 또는 반응식 3과 같이 하여, 화합물(8) 중 R¹이 R^1a인 화합물(8-1a)은 반응식 4와 같이 하여, 각각 합성할 수 있다. Compound (8) used in Preparation Method F can be synthesized as shown in Scheme 2 or Scheme 3, and ^{compound (8-1a) in which R 1} is R ^1a in compound (8) can be synthesized as shown in Scheme 4, respectively.

반응식 2Scheme 2

[화학식 35][Formula 35]

예를 들어, 국제공개 제2017/074992호에 기재된 방법에 준하여, 식(24)[식 중, X, R³, Z¹ 및 n은 상기와 동일한 의미를 나타낸다.]로 표시되는 화합물[이하, 화합물(24)로 기재한다.]과 식(25)[식 중, J⁶은 펜타플루오로페닐 또는 2,4,6-트리클로로페닐을 나타낸다.]로 표시되는 화합물[이하, 화합물(25)로 나타낸다.]을, N-(3-디메틸아미노프로필)-N’-에틸카르보디이미드염산염 등의 축합제를 이용하여 반응시키고, 식(26)[식 중, X, R³, Z¹, n 및 J⁶은 상기와 동일한 의미를 나타낸다.]로 표시되는 화합물[이하, 화합물(26)로 기재한다.]을 조제한다. 이어서, 화합물(26)과 식(27)[식 중, R¹은 상기의 의미를 나타낸다.]로 표시되는 하이드라진유도체 또는 그의 염[예를 들어, 염산염, 브롬산염, 황산염, 이하, 화합물(27)로 기재한다.]과 반응시킴으로써, 식(28)[식 중, X, R¹, R³, Z¹ 및 n은 상기와 동일한 의미를 나타낸다.]로 표시되는 화합물[이하, 화합물(28)로 기재한다.]을 얻을 수 있다. 계속해서, 화합물(28)과 식(29)[식 중, R², R^X는 상기의 의미를 나타낸다.]로 표시되는 화합물[이하, 화합물(29)로 기재한다.]을 반응시킴으로써, 화합물(8)을 얻을 수 있다.For example, according to the method described in International Publication No. 2017/074992, a compound represented by formula (24) [wherein, X, R ³ , Z ¹ and n have the same meaning as above.] [hereinafter, It is described as compound (24).] and formula (25) [wherein J ⁶ represents pentafluorophenyl or 2,4,6-trichlorophenyl.] [hereinafter, compound (25)] ] is reacted using a condensing agent such as N-(3-dimethylaminopropyl)-N'-ethylcarbodiimide hydrochloride, and formula (26) [wherein, X, R ³ , Z ¹ , n and J ⁶ have the same meanings as above.] A compound (hereinafter, referred to as compound (26)) is prepared. Next, a hydrazine derivative represented by the compounds (26) and (27) [ ^{wherein R 1} represents the above meaning] or a salt thereof [for example, hydrochloride, bromate, sulfate, hereinafter, compound (27) It is described as.] and a compound represented by formula (28) [wherein, X, R ¹ , R ³ , Z ¹ and n have the same meaning as above.] Write.] can be obtained. Then, by reacting the compound (28) with the compound represented by the formula (29) [ ^{wherein R 2} and R ^X represent the above meanings] [hereinafter, it is described as the compound (29)], a compound (8) can be obtained.

반응식 2에서 이용되는, 화합물(25), 화합물(27), 화합물(29) 중 어느 것은 공지 화합물이고, 일부는 시판품으로서 입수할 수 있다. 또한, 기타 화합물도 공지 화합물의 합성법에 준하여 합성할 수 있다.Any of compound (25), compound (27), and compound (29) used in Scheme 2 is a known compound, and some can be obtained as a commercial item. In addition, other compounds can be synthesized according to the method for synthesizing known compounds.

반응식 3Scheme 3

[화학식 36][Formula 36]

화합물(24)과, 화합물(24)에 대하여 1~20몰당량의 옥사릴클로라이드(30) 또는 염화티오닐(31)을 필요하다면, 디클로로메탄, 클로로포름, 1,2-디클로로에탄, 톨루엔, 자일렌 또는 그들의 2종류 이상의 임의의 비율의 혼합물 등을 용매로서 이용하고, 필요에 따라 N,N-디메틸포름아미드를 첨가하고, 0℃로부터 반응혼합물의 환류온도에서 30분 내지 24시간 반응시킴으로써, 식(32)[식 중, X, R³, Z¹ 및 n은 상기와 동일한 의미를 나타낸다.]로 표시되는 화합물[이하, 화합물(32)로 기재한다.]을 조제한다. 이어서, 화합물(32)과 식(33)[식 중, R¹, R², R^X는 상기와 동일한 의미를 나타낸다.]로 표시되는 화합물[이하, 화합물(33)로 기재한다.]을, 디클로로메탄, 클로로포름, 1,2-디클로로에탄, 피리딘, 톨루엔, 자일렌, 아세트산에틸, 아세트산부틸, 헵탄, 2-부탄온, 물 또는 그들의 2종류 이상의 임의의 비율의 혼합물을 용매로서 이용하고, 필요하다면, 트리에틸아민, 디이소프로필에틸아민, 피리딘, 4-디메틸아미노피리딘, 탄산나트륨, 탄산수소나트륨, 탄산칼륨, 탄산수소칼륨, 탄산세슘, 수산화나트륨, 수산화칼륨 등의 염기 존재하, 0℃로부터 반응혼합물의 환류온도에서 30분 내지 24시간 반응시킴으로써, 화합물(8)을 얻을 수 있다.Compound (24) and 1 to 20 molar equivalents of oxalyl chloride (30) or thionyl chloride (31) with respect to compound (24) If necessary, dichloromethane, chloroform, 1,2-dichloroethane, toluene, xylene or a mixture in any ratio of two or more thereof is used as a solvent, and N,N-dimethylformamide is added as necessary, By reacting the reaction mixture at the reflux temperature of the reaction mixture from 0° C. for 30 minutes to 24 hours, the compound represented by the formula (32) [wherein, X, R ³ , Z ¹ and n have the same meaning as above.] It is described as compound (32).] is prepared. Next, the compound represented by the compound (32) and the formula (33) [wherein R ¹ , R ² , and R ^X have the same meaning as above.] Dichloromethane, chloroform, 1,2-dichloroethane, pyridine, toluene, xylene, ethyl acetate, butyl acetate, heptane, 2-butanone, water, or a mixture of two or more thereof in an arbitrary ratio is used as a solvent, and if necessary If so, in the presence of a base such as triethylamine, diisopropylethylamine, pyridine, 4-dimethylaminopyridine, sodium carbonate, sodium hydrogen carbonate, potassium carbonate, potassium hydrogen carbonate, cesium carbonate, sodium hydroxide, potassium hydroxide, etc. Compound (8) can be obtained by reacting the reaction mixture at the reflux temperature for 30 minutes to 24 hours.

여기서 이용되는 화합물(33) 중 어느 것은 공지 화합물이고, 기타 화합물도 공지 화합물의 합성법, 예를 들어, 네이처 커뮤니케이션즈[Nature Communications] 2017년 제8권 1페이지 또는 국제공개 제2012/091156호 등에 기재된 방법에 준하여 합성할 수 있다. Any of the compounds (33) used herein is a known compound, and the other compounds are also known compounds, for example, the method described in Nature Communications, 2017 Vol. 8, page 1 or International Publication No. 2012/091156, etc. It can be synthesized according to

반응식 4Scheme 4

[화학식 37][Formula 37]

예를 들어, 어드밴스드·신세시스·앤·캐털리시스[Advanced Synthesis & Catalysis] 2016년 제358권 276페이지에 기재된 방법에 준하여, 화합물(8) 중 R¹이 수소원자인 식(8-1)로 표시되는 화합물[이하, 화합물(8-1)로 기재한다.]과 식(34)[식 중, R^1a는 C₁~C₆알킬, C₁~C₆알케닐, C₁~C₆알키닐, R³⁴로 치환한 C₁~C₆알킬을 나타내고, R³⁴ 및 J⁴는 상기와 동일한 의미를 나타낸다.]로 표시되는 화합물[이하, 화합물(34)로 기재한다.]을 반응시킴으로써, 화합물(8) 중 R¹이 R^1a인 식(8-1a)로 표시되는 화합물[이하, 화합물(8-1a)로 기재한다.]을 합성할 수 있다.For example, according to the method described in Advanced Synthesis & Catalysis 2016, Vol. 358, page 276, in Formula (8-1), in ^{which R 1 is a hydrogen atom,} Represented compounds [hereinafter referred to as compound (8-1)] and formula (34) [wherein R ^1a is C ₁ to C ₆ alkyl, C ₁ to C ₆ alkenyl, C ₁ to C ₆ alkyl by carbonyl, R ^34, a C ₁ ~ C ₆ represents the alkyl substituted with, R ³⁴ and J ⁴ are the same meanings as defined above.] is described as a compound [hereinafter, the compound (34) represented by.] the reaction, ^{A compound represented by the formula (8-1a) in which R 1} is R ^1a in compound (8) [hereinafter referred to as compound (8-1a)] can be synthesized.

여기서 이용되는 화합물(8-1)은, 반응식 2 또는 반응식 3의 방법에 의해 합성할 수 있다. 또한, 화합물(34) 중 어느 것은 공지 화합물이고, 일부는 시판품으로서 입수할 수 있다. 기타 화합물도, 공지 화합물의 합성법에 준하여 합성할 수 있다.Compound (8-1) used herein can be synthesized by the method of Scheme 2 or Scheme 3. In addition, any of compound (34) is a well-known compound, and some can obtain it as a commercial item. Other compounds can also be synthesized according to the method for synthesizing known compounds.

또한, 반응식 2 및 반응식 3에서 이용되는 화합물(24) 중 어느 것은 공지 화합물이고, 일부는 시판품으로서 입수할 수 있다. 기타 화합물에 대해서는, 예를 들어 반응식 5, 반응식 6 또는 반응식 7의 방법으로 합성할 수 있다.In addition, any of the compounds (24) used in Scheme 2 and Scheme 3 are known compounds, and some can be obtained as a commercial item. For other compounds, for example, it can be synthesized by the method of Scheme 5, Scheme 6, or Scheme 7.

반응식 5Scheme 5

[화학식 38][Formula 38]

식(35)[식 중, X, R^X,Z¹ 및 n은 상기의 의미를 나타낸다.]로 표시되는 화합물[이하, 화합물(35)로 기재한다.]과 화합물(22) 또는 화합물(23)을, 반응식 1과 동일하게 하여 반응시킴으로써, 식(36)[식 중, X, R^X,Z¹, J¹ 및 n은 상기의 의미를 나타낸다.]로 표시되는 화합물[이하, 화합물(36)로 기재한다.]을 얻을 수 있다. 계속해서 화합물(36)과 화합물(3) 또는 화합물(4)을 제조법A와 동일하게 하여 반응시킴으로써, 식(37)[식 중, X, R³, R^X,Z¹ 및 n은 상기의 의미를 나타낸다.]로 표시되는 화합물[이하, 화합물(37)로 기재한다.]을 얻을 수 있다. 나아가, 화합물(37)을, 예를 들어, 국제공개 제2013/009259호에 기재된 방법에 준하여, 수산화나트륨, 수산화칼륨, 수산화리튬 등의 알칼리금속수용액과 반응시킴으로써, 화합물(24)을 얻을 수 있다.A compound represented by the formula (35) [wherein, X, R ^X, Z ¹ and n represent the above meanings] [hereinafter referred to as compound (35)] and compound (22) or compound (23) ) was reacted in the same manner as in Scheme 1, whereby a compound represented by Formula (36) [wherein, X, R ^X, Z ¹ , J ¹ and n represent the above meanings] [hereinafter, compound (36) ).] can be obtained. Subsequently, compound (36) and compound (3) or compound (4) are reacted in the same manner as in production method A, whereby formula (37) [wherein, X, R ³ , R ^X, Z ¹ and n have the above meanings. is shown.] [hereinafter referred to as compound (37)] can be obtained. Further, compound (24) can be obtained by reacting compound (37) with an aqueous alkali metal solution such as sodium hydroxide, potassium hydroxide, or lithium hydroxide, for example, according to the method described in International Publication No. 2013/009259. .

반응식 5에서 이용되는 화합물(35) 중 어느 것은 공지 화합물이고, 일부는 시판품으로서 입수할 수 있다. 또한, 기타 화합물도 공지 화합물의 합성법에 준하여 합성할 수 있다. 공지 화합물의 합성법으로는, 예를 들어, 데어·파마·케미카[Der Pharma Chemica] 2017년 9권 85페이지, 오가닉·레터즈[Organic Letters] 2008년 10권 573페이지 등을 들 수 있다. Any of the compounds (35) used in Scheme 5 are known compounds, and some can be obtained as a commercial item. In addition, other compounds can be synthesized according to the method for synthesizing known compounds. As a method of synthesizing a known compound, for example, Der Pharma Chemica, 2017 Vol. 9, page 85, Organic Letters, 2008, Vol. 10, page 573, etc. are mentioned.

반응식 6Scheme 6

[화학식 39][Formula 39]

공지 화합물의 합성법, 예를 들어 케미스트리·레터즈[Chemistry Letters] 2011년 40권 1015페이지 등에 기재된 방법에 준하여, 식(38)[식 중, X, Z¹ 및 n은 상기의 의미를 나타낸다.]로 표시되는 화합물[이하, 화합물(38)로 기재한다.]과 식(39)[식 중, R³ 및 J¹은 상기의 의미를 나타낸다.]로 표시되는 화합물[이하, 화합물(39)로 기재한다.]을 팔라듐촉매 존재하 반응시킨 후, 요오드화메틸과 탄산칼륨으로 처리함으로써, 화합물(37) 중, R^X가 메틸인 식(37-1)[식 중, X, Z¹, R³ 및 n은 상기의 의미를 나타낸다.]로 표시되는 화합물[이하, 화합물(37-1)로 기재한다.]을 얻을 수 있다. 계속해서 화합물(37-1)을 반응식 5와 동일하게 가수분해함으로써, 화합물(24)을 얻을 수 있다.According to the method of synthesizing a known compound, for example, according to the method described in Chemistry Letters 2011, Vol. 40, page 1015, etc., Formula (38) [ ^{wherein X, Z 1} and n represent the above meanings.] A compound represented by [hereinafter referred to as compound (38)] and a compound represented by formula (39) [ ^{wherein R 3} and J ¹ represent the above meanings] [hereinafter referred to as compound (39)] are shown.] after the palladium catalyst to the reaction, by treatment with methyl iodide and potassium carbonate, the compound (37) of, R ^X is methyl in the formula (37-1): wherein, X, Z ^1, R ³ and n represents the above meaning.] [hereinafter referred to as compound (37-1)] can be obtained. Subsequently, compound (24) can be obtained by hydrolyzing compound (37-1) in the same manner as in Scheme 5.

반응식 6에서 이용되는 화합물(38) 중 어느 것은 공지 화합물이고, 일부는 시판품으로서 입수할 수 있다. 기타 화합물도 공지 화합물의 합성법에 준하여 합성할 수 있다. 공지 화합물의 합성법으로는, 예를 들어 헤테로사이클즈[Heterocycles] 1995년 41권 647페이지 등을 들 수 있다. Any of compound (38) used in Scheme 6 is a known compound, and some can be obtained as a commercial item. Other compounds can also be synthesized according to the method for synthesizing known compounds. As a method of synthesizing a known compound, for example, Heterocycles 1995, Volume 41, page 647, etc. are mentioned .

또한, 화합물(39) 중 어느 것은 공지 화합물이고, 일부는 시판품으로서 입수할 수 있다. 또한, 기타 화합물도 공지 화합물의 합성법에 준하여 합성할 수 있다.In addition, any of compound (39) is a well-known compound, and some can obtain it as a commercial item. In addition, other compounds can be synthesized according to the method for synthesizing known compounds.

반응식 7Scheme 7

[화학식 40][Formula 40]

공지 화합물의 합성법, 예를 들어, 테트라헤드론·레터즈[Tetrahedron Letters] 2003년 44권 6665페이지에 기재된 방법 등에 준하여, 식(40)[식 중, Z¹ 및 n은 상기의 의미를 나타내고, J⁷은 불소원자, 염소원자, 브롬원자 또는 요오드원자를 나타낸다.]로 표시되는 화합물[이하, 화합물(40)로 기재한다.]과 식(41)[식 중, X 및 R³은 상기의 의미를 나타낸다.]로 표시되는 화합물[이하, 화합물(41)로 기재한다.]을, 수산화나트륨, 수산화칼륨, 탄산나트륨, 탄산칼륨 등의 염기 존재하 반응시킴으로써, 식(42)[식 중, X, R³, Z¹ 및 n은 상기의 의미를 나타낸다.]로 표시되는 화합물[이하, 화합물(42)로 기재한다.]을 얻을 수 있다. 이어서, 예를 들어, 저널·오브·더·아메리칸·케미칼·소사이어티[Journal of the American Chemical Society] 1948년 70권 3768페이지 등에 기재된 방법 등에 준하여, 화합물(42)을 화합물(11) 존재하, 1,3,5-트리옥산(43), 파라포름알데히드(44) 등의 포름알데히드 등가체 또는 포름알데히드(45)와 반응시킴으로써, 식(46)[식 중, X, R³, J¹, Z¹ 및 n은 상기의 의미를 나타낸다.]로 표시되는 화합물[이하, 화합물(46)로 기재한다.]을 얻을 수 있다. 계속해서, 예를 들어, 저널·오브·헤테로사이클릭·케미스트리[Journal of Heterocyclic Chemistry] 1965년 제2권 231페이지에 기재된 방법 등에 준하여, 식(47)[식 중, J⁸은, 메틸 또는 에틸을 나타낸다.]로 표시되는 화합물[이하, 화합물(47)로 기재한다.] 또는 식(48)[식 중, M은 나트륨, 칼륨 등의 알칼리금속을 나타낸다.]로 표시되는 화합물[이하, 화합물(48)로 기재한다.]을 반응시킴으로써, 식(49)[식 중, X, R³, Z¹ 및 n은 상기의 의미를 나타낸다.]로 표시되는 화합물[이하, 화합물(49)로 기재한다.]을 얻을 수 있다. 나아가, 화합물(49)을, 예를 들어, 국제공개 제2002/016353호에 기재된 방법에 준하여, 수산화나트륨, 수산화칼륨, 수산화리튬 등의 알칼리금속수용액, 혹은, 염산, 황산, 아세트산 등의 산성 화합물을 반응시킴으로써, 화합물(24)을 얻을 수 있다.According to the method for synthesizing a known compound, for example, according to the method described in Tetrahedron Letters, 2003 vol. 44, page 6665, formula (40) [ ^{wherein Z 1} and n represent the above meanings, J ⁷ is a fluorine atom, a chlorine atom, a bromine atom or an iodine atom.] to the substrate with a compound [hereinafter, the compound (40) represented by.] in equation (41): wherein, X and R ³ is as defined in represents the meaning.] by reacting a compound [hereinafter referred to as compound (41).] in the presence of a base such as sodium hydroxide, potassium hydroxide, sodium carbonate or potassium carbonate, to obtain Formula (42) [wherein, X , R ³ , Z ^{1 ,} and n represent the above meanings.] [hereinafter, referred to as compound (42)] can be obtained. Next, for example, according to the method described in Journal of the American Chemical Society, 1948 Vol. 70, page 3768, etc., compound (42) is added to compound (11) in the presence of 1 ,3,5-trioxane (43), by reacting with formaldehyde (45) or formaldehyde equivalents such as paraformaldehyde (44), formula (46) [wherein, X, R ³ , J ¹ , Z ¹ and n represent the above meanings.] [hereinafter, referred to as compound (46)] can be obtained. Subsequently, for example, according to the method described in Journal of Heterocyclic Chemistry, Volume 2, page 231, 1965, formula (47) [wherein J ⁸ is methyl or ethyl is represented.] a compound represented by [hereinafter, referred to as compound (47)] or a compound represented by formula (48) [wherein M represents an alkali metal such as sodium or potassium] [hereinafter, the compound It is described as (48).] by reacting the compound represented by the formula (49) [wherein, X, R ³ , Z ¹ and n represent the above meanings.] [hereinafter referred to as compound (49)] do.] can be obtained. Further, compound (49) is prepared in an aqueous alkali metal solution such as sodium hydroxide, potassium hydroxide, and lithium hydroxide, or an acidic compound such as hydrochloric acid, sulfuric acid, or acetic acid according to the method described in International Publication No. 2002/016353, for example. By reacting, compound (24) can be obtained.

반응식 7에서 이용되는, 화합물(40), 화합물(41), 화합물(47), 화합물(48) 중 어느 것은 공지 화합물이고, 일부는 시판품으로서 입수할 수 있다. 또한, 기타 화합물도 공지 화합물의 합성법에 준하여 합성할 수 있다.Any of compound (40), compound (41), compound (47), and compound (48) used in Scheme 7 is a known compound, and some can be obtained as a commercial item. In addition, other compounds can be synthesized according to the method for synthesizing known compounds.

상기의 반응에 있어서는, 반응종료 후, 통상의 후처리를 행함으로써, 반응식 1~반응식 7의 원료 화합물이 되는 각각의 제조중간체를 얻을 수 있다.In the above reaction, by performing a normal post-treatment after completion of the reaction, each of the production intermediates used as the raw material compounds of Schemes 1 to 7 can be obtained.

또한, 이들 방법에 의해 제조된 각각의 제조중간체는, 단리·정제하는 일 없이, 각각 그대로 다음 공정의 반응에 이용할 수도 있다.In addition, each of the intermediates produced by these methods can be used in the reaction of the next step as they are, without isolation or purification.

이들 방법을 이용하여 제조할 수 있는 본 발명에 포함되는 식(1)로 표시되는 피리다지논 화합물로는, 예를 들어 제1 표에 나타낸다 화합물을 들 수 있다. 단, 제1 표는 예시를 위한 것으로서, 본 발명에 포함되는 피리다지논 화합물은 이들만으로 한정되는 것은 아니다.As a pyridazinone compound represented by Formula (1) contained in this invention which can be manufactured using these methods, the compound shown in Table 1 is mentioned, for example. However, Table 1 is for illustrative purposes only, and the pyridazinone compound included in the present invention is not limited thereto.

한편, 표 중, Me라는 기재는 메틸을 나타내고, 이하 마찬가지로, Et라는 기재는 에틸을, n-Pr 또는 Pr-n은 노말프로필을, i-Pr 또는 Pr-i는 이소프로필을, c-Pr 또는 Pr-c는 시클로프로필을, n-Bu 또는 Bu-n은 노말부틸을, i-Bu 또는 Bu-i는 이소부틸을, sec-Bu 또는 Bu-sec는 세컨더리부틸을, tert-Bu 또는 Bu-tert는 터셔리부틸을, c-Bu 또는 Bu-c는 시클로부틸을, c-Pen 또는 Pen-c는 시클로펜틸을, c-Hex 또는 Hex-c는 시클로헥실을 각각 나타낸다.On the other hand, in the table, the description of Me represents methyl, hereinafter, similarly, the description of Et represents ethyl, n-Pr or Pr-n represents normal propyl, i-Pr or Pr-i represents isopropyl, and c-Pr or Pr-c for cyclopropyl, n-Bu or Bu-n for normal butyl, i-Bu or Bu-i for isobutyl, sec-Bu or Bu-sec for secondary butyl, tert-Bu or Bu -tert represents tert-butyl, c-Bu or Bu-c represents cyclobutyl, c-Pen or Pen-c represents cyclopentyl, and c-Hex or Hex-c represents cyclohexyl, respectively.

또한, 표 중, D-1 내지 D-56의 표기는 하기의 구조를 나타내고, In addition, in the table|surface, the notation of D-1 to D-56 shows the following structure,

[화학식 41][Formula 41]

[화학식 42][Formula 42]

또한, 표 중, U-1a 내지 U-32a, T-1-1 내지 T-1-5 및, Q-1-1 내지 Q-35-1은, 이하의 구조를 나타내고,In addition, in the table, U-1a to U-32a, T-1-1 to T-1-5, and Q-1-1 to Q-35-1 represent the following structures,

[화학식 43][Formula 43]

표 중의 「(Y¹)」의 표기는, R³의 란에서 지정된 상기 D-1 내지 D-56 각각의 구조에 대응하여, (Y¹)_p7, (Y¹)_p6, (Y¹)_p5, (Y¹)_P4, (Y¹)_P3 또는 (Y¹)_P2의의미를 나타낸다. 또한, 치환위치를 나타내는 번호는, 각각 상기의 구조식에 있어서 기재된 번호의 위치에 대응하는 것이다. 한편, (Z¹)_n란 및 [(Y¹)]란에 있어서의 [-]의 표기는, 비치환을 나타낸다.The notation of “(Y ¹ )” in the table corresponds to each structure of D-1 to D-56 specified in the column of ^{R 3} ^{, (Y 1} ) _p7 , (Y ¹ ) _p6 , (Y ¹ ) _p5 , (Y ¹ ) _P4 , (Y ¹ ) _P3 or (Y ¹ ) _P2 indicate meaning. In addition, the number which shows a substitution position corresponds to the position of the number described in said structural formula, respectively. On the other hand, the representation of [-] in the ^{(Z 1} ) _n column and the [(Y ^{1 )] column indicates unsubstituted.}

〔제1표〕[Table 1]

[화학식 44][Formula 44]

R¹은 Me이고, R²는 Me이고, W¹은 O이고, G는 H이고, X는 S이고, (Z¹)_n은 -(비치환)이다.R ¹ is Me, R ² is Me, W ¹ is O, G is H, X is S, and (Z ¹ ) _n is -(unsubstituted).

제1-2표는, 제1표의 표제(즉, 「R¹은 Me이고, R²는 Me이고, W¹은 O이고, G는 H이고, X는 S이고 (Z¹)은 「-」(비치환)이다.」)가, 이하의 표제(즉, 「R¹은 Me이고, R²는 Me이고, W¹은 O이고, G는 Me이고, X는 O이고 (Z¹)_n은 「-」(비치환)이다.」)로 치환되어 있는 것을 제외하고, 제1표와 동일하게 구성되어 있다.Table 1-2 is the title of Table 1 (ie, "R ¹ is Me, R ² is Me, W ¹ is O, G is H, X is S, and (Z ¹ ) is "-"(unsubstituted).") is the following heading (ie, "R ¹ is Me, R ² is Me, W ¹ is O, G is Me, X is O and (Z ¹ ) _n is It has the same configuration as in Table 1, except that it is substituted with “-” (unsubstituted).”).

즉, 제2표의 제1-2표에 기재된 「표제」는, R¹은 메틸이고, R²는 메틸이고, W¹은 산소원자이고, G는 메틸이고, X는 O이고, (Z¹)은 「-」이고, (즉, n이 0이고, Z¹에 의한 치환이 존재하지 않는다), R³은, D-1이고, (Y¹)은 「-」(비치환)인 식(1)의 화합물을 나타낸다. 제1-3표~제1-1342표도 동일하게 구성되어 있다.That is, the "title" described in Table 1-2 of Table 2 is R ¹ is methyl, R ² is methyl, W ¹ is an oxygen atom, G is methyl, X is O, (Z ¹ ) is "-", (that is, n is 0 and there is no substitution by ^{Z 1} ^{), R 3} is D-1, and (Y ¹ ) is "-" (unsubstituted) formula (1) ) of the compound. Tables 1-3 to 1-1342 are composed in the same way.

〔제2표〕[Table 2]

표 표제 table heading

제1-2표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-2 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 「-」이다.G is H, X is O, and (Z ¹ ) _n is “ - ”.

제1-3표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-3 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 4-F이다.G is H, X is S and (Z ¹ ) _n is 4-F.

제1-4표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-4 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 4-F이다.G is H, X is O and (Z ¹ ) _n is 4-F.

제1-5표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-5 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 5-F이다.G is H, X is S and (Z ¹ ) _n is 5-F.

제1-6표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-6 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 5-F이다.G is H, X is O and (Z ¹ ) _n is 5-F.

제1-7표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-7 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 6-F이다.G is H, X is S and (Z ¹ ) _n is 6-F.

제1-8표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-8 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 6-F이다.G is H, X is O and (Z ¹ ) _n is 6-F.

제1-9표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-9 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 7-F이다.G is H, X is S and (Z ¹ ) _n is 7-F.

제1-10표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-10 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 7-F이다.G is H, X is O and (Z ¹ ) _n is 7-F.

제1-11표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-11 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 4-Cl이다.G is H, X is S and (Z ¹ ) _n is 4-Cl.

제1-12표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-12 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 4-Cl이다.G is H, X is O and (Z ¹ ) _n is 4-Cl.

제1-13표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-13 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 5-Cl이다.G is H, X is S and (Z ¹ ) _n is 5-Cl.

제1-14표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-14 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 5-Cl이다.G is H, X is O and (Z ¹ ) _n is 5-Cl.

제1-15표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-15 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 6-Cl이다.G is H, X is S and (Z ¹ ) _n is 6-Cl.

제1-16표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-16 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 6-Cl이다.G is H, X is O and (Z ¹ ) _n is 6-Cl.

제1-17표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-17 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 7-Cl이다.G is H, X is S and (Z ¹ ) _n is 7-Cl.

제1-18표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-18 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 7-Cl이다.G is H, X is O and (Z ¹ ) _n is 7-Cl.

제1-19표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-19 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 4-Me이다.G is H, X is S and (Z ¹ ) _n is 4-Me.

제1-20표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-20 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 4-Me이다.G is H, X is O and (Z ¹ ) _n is 4-Me.

제1-21표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-21 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 5-Me이다.G is H, X is S and (Z ¹ ) _n is 5-Me.

제1-22표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-22 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 5-Me이다.G is H, X is O and (Z ¹ ) _n is 5-Me.

제1-23표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-23 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 6-Me이다.G is H, X is S and (Z ¹ ) _n is 6-Me.

제1-24표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-24, R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 6-Me이다.G is H, X is O and (Z ¹ ) _n is 6-Me.

제1-25표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-25 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 7-Me이다.G is H, X is S and (Z ¹ ) _n is 7-Me.

제1-26표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-26, R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 7-Me이다G is H, X is O and (Z ¹ ) _n is 7-Me

제1-27표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-27, R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 4-OMe이다.G is H, X is S and (Z ¹ ) _n is 4-OMe.

제1-28표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-28 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 4-OMe이다.G is H, X is O and (Z ¹ ) _n is 4-OMe.

제1-29표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-29 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 5-OMe이다.G is H, X is S and (Z ¹ ) _n is 5-OMe.

제1-30표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-30 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 5-OMe이다.G is H, X is O and (Z ¹ ) _n is 5-OMe.

제1-31표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-31 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 6-OMe이다.G is H, X is S and (Z ¹ ) _n is 6-OMe.

제1-32표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-32 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 6-OMe이다.G is H, X is O and (Z ¹ ) _n is 6-OMe.

제1-33표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-33 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 7-OMe이다.G is H, X is S and (Z ¹ ) _n is 7-OMe.

제1-34표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-34 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 7-OMe이다.G is H, X is O and (Z ¹ ) _n is 7-OMe.

제1-35표 R¹은 Me이고, R²는 H이고, W¹은 0이고,Table 1-35 R ¹ is Me, R ² is H, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 「-」이다.G is H, X is S, and (Z ¹ ) _n is “-”.

제1-36표 R¹은 Me이고, R²는 H이고, W¹은 0이고,Table 1-36 R ¹ is Me, R ² is H, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 「-」이다.G is H, X is O, and (Z ¹ ) _n is “-”.

제1-37표 R¹은 Me이고, R²는 H이고, W¹은 0이고,Table 1-37 R ¹ is Me, R ² is H, W ¹ is 0,

제1-38표 R¹은 Me이고, R²는 H이고, W¹은 0이고,Table 1-38 R ¹ is Me, R ² is H, W ¹ is 0,

제1-39표 R¹은 Me이고, R²는 H이고, W¹은 0이고,Table 1-39 R ¹ is Me, R ² is H, W ¹ is 0,

제1-40표 R¹은 Me이고, R²는 H이고, W¹은 0이고,Table 1-40 R ¹ is Me, R ² is H, W ¹ is 0,

제1-41표 R¹은 Me이고, R²는 H이고, W¹은 0이고,Table 1-41 R ¹ is Me, R ² is H, W ¹ is 0,

제1-42표 R¹은 Me이고, R²는 H이고, W¹은 0이고,Table 1-42 R ¹ is Me, R ² is H, W ¹ is 0,

제1-43표 R¹은 Me이고, R²는 H이고, W¹은 0이고,Table 1-43 R ¹ is Me, R ² is H, W ¹ is 0,

제1-44표 R¹은 Me이고, R²는 H이고, W¹은 0이고,Table 1-44 R ¹ is Me, R ² is H, W ¹ is 0,

제1-45표 R¹은 Me이고, R²는 H이고, W¹은 0이고,Table 1-45 R ¹ is Me, R ² is H, W ¹ is 0,

제1-46표 R¹은 Me이고, R²는 H이고, W¹은 0이고,Table 1-46 R ¹ is Me, R ² is H, W ¹ is 0,

제1-47표 R¹은 Me이고, R²는 H이고, W¹은 0이고,Table 1-47 R ¹ is Me, R ² is H, W ¹ is 0,

제1-48표 R¹은 Me이고, R²는 H이고, W¹은 0이고,Table 1-48 R ¹ is Me, R ² is H, W ¹ is 0,

제1-49표 R¹은 Me이고, R²는 H이고, W¹은 0이고,Table 1-49 R ¹ is Me, R ² is H, W ¹ is 0,

제1-50표 R¹은 Me이고, R²는 H이고, W¹은 0이고,Table 1-50 R ¹ is Me, R ² is H, W ¹ is 0,

제1-51표 R¹은 Me이고, R²는 H이고, W¹은 0이고,Table 1-51 R ¹ is Me, R ² is H, W ¹ is 0,

제1-52표 R¹은 Me이고, R²는 H이고, W¹은 0이고,Table 1-52 R ¹ is Me, R ² is H, W ¹ is 0,

제1-53표 R¹은 Me이고, R²는 H이고, W¹은 0이고,Table 1-53 R ¹ is Me, R ² is H, W ¹ is 0,

제1-54표 R¹은 Me이고, R²는 H이고, W¹은 0이고,Table 1-54 R ¹ is Me, R ² is H, W ¹ is 0,

제1-55표 R¹은 Me이고, R²는 H이고, W¹은 0이고,Table 1-55 R ¹ is Me, R ² is H, W ¹ is 0,

제1-56표 R¹은 Me이고, R²는 H이고, W¹은 0이고,Table 1-56 R ¹ is Me, R ² is H, W ¹ is 0,

제1-57표 R¹은 Me이고, R²는 H이고, W¹은 0이고,Table 1-57 R ¹ is Me, R ² is H, W ¹ is 0,

제1-58표 R¹은 Me이고, R²는 H이고, W¹은 0이고,Table 1-58 R ¹ is Me, R ² is H, W ¹ is 0,

제1-59표 R¹은 Me이고, R²는 H이고, W¹은 0이고,Table 1-59 R ¹ is Me, R ² is H, W ¹ is 0,

제1-60표 R¹은 Me이고, R²는 H이고, W¹은 0이고,Table 1-60 R ¹ is Me, R ² is H, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 7-Me이다.G is H, X is O and (Z ¹ ) _n is 7-Me.

제1-61표 R¹은 Me이고, R²는 H이고, W¹은 0이고,Table 1-61 R ¹ is Me, R ² is H, W ¹ is 0,

제1-62표 R¹은 Me이고, R²는 H이고, W¹은 0이고,Table 1-62 R ¹ is Me, R ² is H, W ¹ is 0,

제1-63표 R¹은 Me이고, R²는 H이고, W¹은 0이고,Table 1-63 R ¹ is Me, R ² is H, W ¹ is 0,

제1-64표 R¹은 Me이고, R²는 H이고, W¹은 0이고,Table 1-64 R ¹ is Me, R ² is H, W ¹ is 0,

제1-65표 R¹은 Me이고, R²는 H이고, W¹은 0이고,Table 1-65 R ¹ is Me, R ² is H, W ¹ is 0,

제1-66표 R¹은 Me이고, R²는 H이고, W¹은 0이고,Table 1-66 R ¹ is Me, R ² is H, W ¹ is 0,

제1-67표 R¹은 Me이고, R²는 H이고, W¹은 0이고,Table 1-67 R ¹ is Me, R ² is H, W ¹ is 0,

제1-68표 R¹은 Me이고, R²는 H이고, W¹은 0이고,Table 1-68 R ¹ is Me, R ² is H, W ¹ is 0,

제1-69표 R¹은 Me이고, R²는 Cl이고, W¹은 0이고,Table 1-69 R ¹ is Me, R ² is Cl, W ¹ is 0,

제1-70표 R¹은 Me이고, R²는 Cl이고, W¹은 0이고,Table 1-70 R ¹ is Me, R ² is Cl, W ¹ is 0,

제1-71표 R¹은 Me이고, R²는 Cl이고, W¹은 0이고,Table 1-71 R ¹ is Me, R ² is Cl, W ¹ is 0,

제1-72표 R¹은 Me이고, R²는 Cl이고, W¹은 0이고,Table 1-72 R ¹ is Me, R ² is Cl, W ¹ is 0,

제1-73표 R¹은 Me이고, R²는 Cl이고, W¹은 0이고,Table 1-73 R ¹ is Me, R ² is Cl, W ¹ is 0,

제1-74표 R¹은 Me이고, R²는 Cl이고, W¹은 0이고,Table 1-74 R ¹ is Me, R ² is Cl, W ¹ is 0,

제1-75표 R¹은 Me이고, R²는 Cl이고, W¹은 0이고,Table 1-75 R ¹ is Me, R ² is Cl, W ¹ is 0,

제1-76표 R¹은 Me이고, R²는 Cl이고, W¹은 0이고,Table 1-76 R ¹ is Me, R ² is Cl, W ¹ is 0,

제1-77표 R¹은 Me이고, R²는 Cl이고, W¹은 0이고,Table 1-77 R ¹ is Me, R ² is Cl, W ¹ is 0,

제1-78표 R¹은 Me이고, R²는 Cl이고, W¹은 0이고,Table 1-78 R ¹ is Me, R ² is Cl, W ¹ is 0,

제1-79표 R¹은 Me이고, R²는 Cl이고, W¹은 0이고,Table 1-79 R ¹ is Me, R ² is Cl, W ¹ is 0,

제1-80표 R¹은 Me이고, R²는 Cl이고, W¹은 0이고,Table 1-80 R ¹ is Me, R ² is Cl, W ¹ is 0,

제1-81표 R¹은 Me이고, R²는 Cl이고, W¹은 0이고,Table 1-81 R ¹ is Me, R ² is Cl, W ¹ is 0,

제1-82표 R¹은 Me이고, R²는 Cl이고, W¹은 0이고,Table 1-82 R ¹ is Me, R ² is Cl, W ¹ is 0,

제1-83표 R¹은 Me이고, R²는 Cl이고, W¹은 0이고,Table 1-83 R ¹ is Me, R ² is Cl, W ¹ is 0,

제1-84표 R¹은 Me이고, R²는 Cl이고, W¹은 0이고,Table 1-84 R ¹ is Me, R ² is Cl, W ¹ is 0,

제1-85표 R¹은 Me이고, R²는 Cl이고, W¹은 0이고,Table 1-85 R ¹ is Me, R ² is Cl, W ¹ is 0,

제1-86표 R¹은 Me이고, R²는 Cl이고, W¹은 0이고,Table 1-86 R ¹ is Me, R ² is Cl, W ¹ is 0,

제1-87표 R¹은 Me이고, R²는 Cl이고, W¹은 0이고,Table 1-87, R ¹ is Me, R ² is Cl, W ¹ is 0,

제1-88표 R¹은 Me이고, R²는 Cl이고, W¹은 0이고,Table 1-88, R ¹ is Me, R ² is Cl, W ¹ is 0,

제1-89표 R¹은 Me이고, R²는 Cl이고, W¹은 0이고,Table 1-89 R ¹ is Me, R ² is Cl, W ¹ is 0,

제1-90표 R¹은 Me이고, R²는 Cl이고, W¹은 0이고,Table 1-90 R ¹ is Me, R ² is Cl, W ¹ is 0,

제1-91표 R¹은 Me이고, R²는 Cl이고, W¹은 0이고,Table 1-91 R ¹ is Me, R ² is Cl, W ¹ is 0,

제1-92표 R¹은 Me이고, R²는 Cl이고, W¹은 0이고,Table 1-92 R ¹ is Me, R ² is Cl, W ¹ is 0,

제1-93표 R¹은 Me이고, R²는 Cl이고, W¹은 0이고,Table 1-93 R ¹ is Me, R ² is Cl, W ¹ is 0,

제1-94표 R¹은 Me이고, R²는 Cl이고, W¹은 0이고,Table 1-94 R ¹ is Me, R ² is Cl, W ¹ is 0,

제1-95표 R¹은 Me이고, R²는 Cl이고, W¹은 0이고,Table 1-95 R ¹ is Me, R ² is Cl, W ¹ is 0,

제1-96표 R¹은 Me이고, R²는 Cl이고, W¹은 0이고,Table 1-96 R ¹ is Me, R ² is Cl, W ¹ is 0,

제1-97표 R¹은 Me이고, R²는 Cl이고, W¹은 0이고,Table 1-97 R ¹ is Me, R ² is Cl, W ¹ is 0,

제1-98표 R¹은 Me이고, R²는 Cl이고, W¹은 0이고,Table 1-98, R ¹ is Me, R ² is Cl, W ¹ is 0,

제1-99표 R¹은 Me이고, R²는 Cl이고, W¹은 0이고,Table 1-99 R ¹ is Me, R ² is Cl, W ¹ is 0,

제1-100표 R¹은 Me이고, R²는 Cl이고, W¹은 0이고,Table 1-100 R ¹ is Me, R ² is Cl, W ¹ is 0,

제1-101표 R¹은 Me이고, R²는 Cl이고, W¹은 0이고,Table 1-101 R ¹ is Me, R ² is Cl, W ¹ is 0,

제1-102표 R¹은 Me이고, R²는 Cl이고, W¹은 0이고,Table 1-102 R ¹ is Me, R ² is Cl, W ¹ is 0,

제1-103표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-103 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 Me이고, X는 S이고 (Z¹)_n은 「-」이다.G is Me, X is S, and (Z ¹ ) _n is “-”.

제1-104표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-104 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 Me이고, X는 O이고 (Z¹)_n은 「-」이다.G is Me, X is O, and (Z ¹ ) _n is “-”.

제1-105표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-105 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 Me이고, X는 S이고 (Z¹)_n은 5-F이다.G is Me, X is S and (Z ¹ ) _n is 5-F.

제1-106표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-106 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 Me이고, X는 O이고 (Z¹)_n은 5-F이다.G is Me, X is O and (Z ¹ ) _n is 5-F.

제1-107표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-107 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 Me이고, X는 S이고 (Z¹)_n은 6-F이다.G is Me, X is S and (Z ¹ ) _n is 6-F.

제1-108표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-108 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 Me이고, X는 O이고 (Z¹)_n은 6-F이다.G is Me, X is O and (Z ¹ ) _n is 6-F.

제1-109표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-109 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 Me이고, X는 S이고 (Z¹)_n은 7-F이다.G is Me, X is S and (Z ¹ ) _n is 7-F.

제1-110표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-110 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 Me이고, X는 O이고 (Z¹)_n은 7-F이다.G is Me, X is O and (Z ¹ ) _n is 7-F.

제1-111표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-111 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 Me이고, X는 S이고 (Z¹)_n은 5-Cl이다.G is Me, X is S and (Z ¹ ) _n is 5-Cl.

제1-112표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-112 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 Me이고, X는 O이고 (Z¹)_n은 5-Cl이다.G is Me, X is O and (Z ¹ ) _n is 5-Cl.

제1-113표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-113 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 Me이고, X는 S이고 (Z¹)_n은 6-Cl이다.G is Me, X is S and (Z ¹ ) _n is 6-Cl.

제1-114표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-114 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 Me이고, X는 O이고 (Z¹)_n은 6-Cl이다.G is Me, X is O and (Z ¹ ) _n is 6-Cl.

제1-115표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-115 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 Me이고, X는 S이고 (Z¹)_n은 7-Cl이다.G is Me, X is S and (Z ¹ ) _n is 7-Cl.

제1-116표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-116 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 Me이고, X는 O이고 (Z¹)_n은 7-Cl이다.G is Me, X is O and (Z ¹ ) _n is 7-Cl.

제1-117표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-117 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 Me이고, X는 S이고 (Z¹)_n은 5-Me이다.G is Me, X is S and (Z ¹ ) _n is 5-Me.

제1-118표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-118 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 Me이고, X는 O이고 (Z¹)_n은 5-Me이다.G is Me, X is O and (Z ¹ ) _n is 5-Me.

제1-119표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-119, R ¹ is Me, R ² is Me, W ¹ is 0,

G는 Me이고, X는 S이고 (Z¹)_n은 6-Me이다.G is Me, X is S and (Z ¹ ) _n is 6-Me.

제1-120표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-120 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 Me이고, X는 O이고 (Z¹)_n은 6-Me이다.G is Me, X is O and (Z ¹ ) _n is 6-Me.

제1-121표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-121 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 Me이고, X는 S이고 (Z¹)_n은 7-Me이다.G is Me, X is S and (Z ¹ ) _n is 7-Me.

제1-122표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-122 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 Me이고, X는 O이고 (Z¹)_n은 7-Me이다G is Me, X is O and (Z ¹ ) _n is 7-Me

제1-123표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-123 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 Me이고, X는 S이고 (Z¹)_n은 5-OMe이다.G is Me, X is S and (Z ¹ ) _n is 5-OMe.

제1-124표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-124 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 Me이고, X는 O이고 (Z¹)_n은 5-OMe이다.G is Me, X is O and (Z ¹ ) _n is 5-OMe.

제1-125표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-125 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 Me이고, X는 S이고 (Z¹)_n은 6-OMe이다.G is Me, X is S and (Z ¹ ) _n is 6-OMe.

제1-126표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-126 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 Me이고, X는 O이고 (Z¹)_n은 6-OMe이다.G is Me, X is O and (Z ¹ ) _n is 6-OMe.

제1-127표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-127 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 Me이고, X는 S이고 (Z¹)_n은 7-OMe이다.G is Me, X is S and (Z ¹ ) _n is 7-OMe.

제1-128표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-128 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 Me이고, X는 O이고 (Z¹)_n은 7-OMe이다.G is Me, X is O and (Z ¹ ) _n is 7-OMe.

제1-129표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-129 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)Pr-n이고, X는 S이고 (Z¹)_n은 「-」이다.G is C(O)Pr-n, X is S, and (Z ¹ ) _n is "-".

제1-130표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-130 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)Pr-n이고, X는 O이고 (Z¹)_n은 「-」이다.G is C(O)Pr-n, X is O, and (Z ¹ ) _n is "-".

제1-131표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-131 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)Pr-n이고, X는 S이고 (Z¹)_n은 5-F이다.G is C(O)Pr-n, X is S and (Z ¹ ) _n is 5-F.

제1-132표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-132 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)Pr-n이고, X는 O이고 (Z¹)_n은 5-F이다.G is C(O)Pr-n, X is O and (Z ¹ ) _n is 5-F.

제1-133표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-133 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)Pr-n이고, X는 S이고 (Z¹)_n은 6-F이다.G is C(O)Pr-n, X is S and (Z ¹ ) _n is 6-F.

제1-134표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-134 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)Pr-n이고, X는 O이고 (Z¹)_n은 6-F이다.G is C(O)Pr-n, X is O and (Z ¹ ) _n is 6-F.

제1-135표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-135 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)Pr-n이고, X는 S이고 (Z¹)_n은 7-F이다.G is C(O)Pr-n, X is S and (Z ¹ ) _n is 7-F.

제1-136표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-136 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)Pr-n이고, X는 O이고 (Z¹)_n은 7-F이다.G is C(O)Pr-n, X is O and (Z ¹ ) _n is 7-F.

제1-137표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-137 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)Pr-n이고, X는 S이고 (Z¹)_n은 5-Cl이다.G is C(O)Pr-n, X is S and (Z ¹ ) _n is 5-Cl.

제1-138표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-138 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)Pr-n이고, X는 O이고 (Z¹)_n은 5-Cl이다.G is C(O)Pr-n, X is O and (Z ¹ ) _n is 5-Cl.

제1-139표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-139 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)Pr-n이고, X는 S이고 (Z¹)_n은 6-Cl이다.G is C(O)Pr-n, X is S and (Z ¹ ) _n is 6-Cl.

제1-140표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-140 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)Pr-n이고, X는 O이고 (Z¹)_n은 6-Cl이다.G is C(O)Pr-n, X is O and (Z ¹ ) _n is 6-Cl.

제1-141표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-141 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)Pr-n이고, X는 S이고 (Z¹)_n은 7-Cl이다.G is C(O)Pr-n, X is S and (Z ¹ ) _n is 7-Cl.

제1-142표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-142 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)Pr-n이고, X는 O이고 (Z¹)_n은 7-Cl이다.G is C(O)Pr-n, X is O and (Z ¹ ) _n is 7-Cl.

제1-143표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-143 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)Pr-n이고, X는 S이고 (Z¹)_n은 5-Me이다.G is C(O)Pr-n, X is S and (Z ¹ ) _n is 5-Me.

제1-144표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-144 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)Pr-n이고, X는 O이고 (Z¹)_n은 5-Me이다.G is C(O)Pr-n, X is O and (Z ¹ ) _n is 5-Me.

제1-145표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-145 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)Pr-n이고, X는 S이고 (Z¹)_n은 6-Me이다.G is C(O)Pr-n, X is S and (Z ¹ ) _n is 6-Me.

제1-146표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-146 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)Pr-n이고, X는 O이고 (Z¹)_n은 6-Me이다.G is C(O)Pr-n, X is O and (Z ¹ ) _n is 6-Me.

제1-147표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-147 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)Pr-n이고, X는 S이고 (Z¹)_n은 7-Me이다.G is C(O)Pr-n, X is S and (Z ¹ ) _n is 7-Me.

제1-148표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-148 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)Pr-n이고, X는 O이고 (Z¹)_n은 7-Me이다G is C(O)Pr-n, X is O and (Z ¹ ) _n is 7-Me

제1-149표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-149 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)Pr-n이고, X는 S이고 (Z¹)_n은 5-OMe이다.G is C(O)Pr-n, X is S and (Z ¹ ) _n is 5-OMe.

제1-150표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-150 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)Pr-n이고, X는 O이고 (Z¹)_n은 5-OMe이다.G is C(O)Pr-n, X is O and (Z ¹ ) _n is 5-OMe.

제1-151표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-151 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)Pr-n이고, X는 S이고 (Z¹)_n은 6-OMe이다.G is C(O)Pr-n, X is S and (Z ¹ ) _n is 6-OMe.

제1-152표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-152 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)Pr-n이고, X는 O이고 (Z¹)_n은 6-OMe이다.G is C(O)Pr-n, X is O and (Z ¹ ) _n is 6-OMe.

제1-153표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-153 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)Pr-n이고, X는 S이고 (Z¹)_n은 7-OMe이다.G is C(O)Pr-n, X is S and (Z ¹ ) _n is 7-OMe.

제1-154표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-154 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)Pr-n이고, X는 O이고 (Z¹)_n은 7-OMe이다.G is C(O)Pr-n, X is O and (Z ¹ ) _n is 7-OMe.

제1-155표 R¹은 Me이고, R²는 H이고, W¹은 0이고,Table 1-155 R ¹ is Me, R ² is H, W ¹ is 0,

제1-156표 R¹은 Me이고, R²는 H이고, W¹은 0이고,Table 1-156 R ¹ is Me, R ² is H, W ¹ is 0,

제1-157표 R¹은 Me이고, R²는 H이고, W¹은 0이고,Table 1-157 R ¹ is Me, R ² is H, W ¹ is 0,

제1-158표 R¹은 Me이고, R²는 H이고, W¹은 0이고,Table 1-158 R ¹ is Me, R ² is H, W ¹ is 0,

제1-159표 R¹은 Me이고, R²는 H이고, W¹은 0이고,Table 1-159 R ¹ is Me, R ² is H, W ¹ is 0,

제1-160표 R¹은 Me이고, R²는 H이고, W¹은 0이고,Table 1-160 R ¹ is Me, R ² is H, W ¹ is 0,

제1-161표 R¹은 Me이고, R²는 H이고, W¹은 0이고,Table 1-161 R ¹ is Me, R ² is H, W ¹ is 0,

제1-162표 R¹은 Me이고, R²는 H이고, W¹은 0이고,Table 1-162, R ¹ is Me, R ² is H, W ¹ is 0,

제1-163표 R¹은 Me이고, R²는 H이고, W¹은 0이고,Table 1-163 R ¹ is Me, R ² is H, W ¹ is 0,

제1-164표 R¹은 Me이고, R²는 H이고, W¹은 0이고,Table 1-164 R ¹ is Me, R ² is H, W ¹ is 0,

제1-165표 R¹은 Me이고, R²는 H이고, W¹은 0이고,Table 1-165 R ¹ is Me, R ² is H, W ¹ is 0,

제1-166표 R¹은 Me이고, R²는 H이고, W¹은 0이고,Table 1-166 R ¹ is Me, R ² is H, W ¹ is 0,

제1-167표 R¹은 Me이고, R²는 H이고, W¹은 0이고,Table 1-167, R ¹ is Me, R ² is H, W ¹ is 0,

제1-168표 R¹은 Me이고, R²는 H이고, W¹은 0이고,Table 1-168 R ¹ is Me, R ² is H, W ¹ is 0,

제1-169표 R¹은 Me이고, R²는 H이고, W¹은 0이고,Table 1-169 R ¹ is Me, R ² is H, W ¹ is 0,

제1-170표 R¹은 Me이고, R²는 H이고, W¹은 0이고,Table 1-170 R ¹ is Me, R ² is H, W ¹ is 0,

제1-171표 R¹은 Me이고, R²는 H이고, W¹은 0이고,Table 1-171 R ¹ is Me, R ² is H, W ¹ is 0,

제1-172표 R¹은 Me이고, R²는 H이고, W¹은 0이고,Table 1-172 R ¹ is Me, R ² is H, W ¹ is 0,

제1-173표 R¹은 Me이고, R²는 H이고, W¹은 0이고,Table 1-173, R ¹ is Me, R ² is H, W ¹ is 0,

제1-174표 R¹은 Me이고, R²는 H이고, W¹은 0이고,Table 1-174 R ¹ is Me, R ² is H, W ¹ is 0,

G는 C(O)Pr-n이고, X는 O이고 (Z¹)_n은 7-Me이다.G is C(O)Pr-n, X is O and (Z ¹ ) _n is 7-Me.

제1-175표 R¹은 Me이고, R²는 H이고, W¹은 0이고,Table 1-175 R ¹ is Me, R ² is H, W ¹ is 0,

제1-176표 R¹은 Me이고, R²는 H이고, W¹은 0이고,Table 1-176 R ¹ is Me, R ² is H, W ¹ is 0,

제1-177표 R¹은 Me이고, R²는 H이고, W¹은 0이고,Table 1-177 R ¹ is Me, R ² is H, W ¹ is 0,

제1-178표 R¹은 Me이고, R²는 H이고, W¹은 0이고,Table 1-178 R ¹ is Me, R ² is H, W ¹ is 0,

제1-179표 R¹은 Me이고, R²는 H이고, W¹은 0이고,Table 1-179 R ¹ is Me, R ² is H, W ¹ is 0,

제1-180표 R¹은 Me이고, R²는 H이고, W¹은 0이고,Table 1-180 R ¹ is Me, R ² is H, W ¹ is 0,

제1-181표 R¹은 Me이고, R²는 Cl이고, W¹은 0이고,Table 1-181 R ¹ is Me, R ² is Cl, W ¹ is 0,

제1-182표 R¹은 Me이고, R²는 Cl이고, W¹은 0이고,Table 1-182 R ¹ is Me, R ² is Cl, W ¹ is 0,

제1-183표 R¹은 Me이고, R²는 Cl이고, W¹은 0이고,Table 1-183 R ¹ is Me, R ² is Cl, W ¹ is 0,

제1-184표 R¹은 Me이고, R²는 Cl이고, W¹은 0이고,Table 1-184 R ¹ is Me, R ² is Cl, W ¹ is 0,

제1-185표 R¹은 Me이고, R²는 Cl이고, W¹은 0이고,Table 1-185 R ¹ is Me, R ² is Cl, W ¹ is 0,

제1-186표 R¹은 Me이고, R²는 Cl이고, W¹은 0이고,Table 1-186 R ¹ is Me, R ² is Cl, W ¹ is 0,

제1-187표 R¹은 Me이고, R²는 Cl이고, W¹은 0이고,Table 1-187 R ¹ is Me, R ² is Cl, W ¹ is 0,

제1-188표 R¹은 Me이고, R²는 Cl이고, W¹은 0이고,Table 1-188 R ¹ is Me, R ² is Cl, W ¹ is 0,

제1-189표 R¹은 Me이고, R²는 Cl이고, W¹은 0이고,Table 1-189 R ¹ is Me, R ² is Cl, W ¹ is 0,

제1-190표 R¹은 Me이고, R²는 Cl이고, W¹은 0이고,Table 1-190 R ¹ is Me, R ² is Cl, W ¹ is 0,

제1-191표 R¹은 Me이고, R²는 Cl이고, W¹은 0이고,Table 1-191 R ¹ is Me, R ² is Cl, W ¹ is 0,

제1-192표 R¹은 Me이고, R²는 Cl이고, W¹은 0이고,Table 1-192 R ¹ is Me, R ² is Cl, W ¹ is 0,

제1-193표 R¹은 Me이고, R²는 Cl이고, W¹은 0이고,Table 1-193 R ¹ is Me, R ² is Cl, W ¹ is 0,

제1-194표 R¹은 Me이고, R²는 Cl이고, W¹은 0이고,Table 1-194 R ¹ is Me, R ² is Cl, W ¹ is 0,

제1-195표 R¹은 Me이고, R²는 Cl이고, W¹은 0이고,Table 1-195 R ¹ is Me, R ² is Cl, W ¹ is 0,

제1-196표 R¹은 Me이고, R²는 Cl이고, W¹은 0이고,Table 1-196 R ¹ is Me, R ² is Cl, W ¹ is 0,

제1-197표 R¹은 Me이고, R²는 Cl이고, W¹은 0이고,Table 1-197 R ¹ is Me, R ² is Cl, W ¹ is 0,

제1-198표 R¹은 Me이고, R²는 Cl이고, W¹은 0이고,Table 1-198 R ¹ is Me, R ² is Cl, W ¹ is 0,

제1-199표 R¹은 Me이고, R²는 Cl이고, W¹은 0이고,Table 1-199 R ¹ is Me, R ² is Cl, W ¹ is 0,

제1-200표 R¹은 Me이고, R²는 Cl이고, W¹은 0이고,Table 1-200 R ¹ is Me, R ² is Cl, W ¹ is 0,

제1-201표 R¹은 Me이고, R²는 Cl이고, W¹은 0이고,Table 1-201 R ¹ is Me, R ² is Cl, W ¹ is 0,

제1-202표 R¹은 Me이고, R²는 Cl이고, W¹은 0이고,Table 1-22, R ¹ is Me, R ² is Cl, W ¹ is 0,

제1-203표 R¹은 Me이고, R²는 Cl이고, W¹은 0이고,Table 1-203 R ¹ is Me, R ² is Cl, W ¹ is 0,

제1-204표 R¹은 Me이고, R²는 Cl이고, W¹은 0이고,Table 1-204, R ¹ is Me, R ² is Cl, W ¹ is 0,

제1-205표 R¹은 Me이고, R²는 Cl이고, W¹은 0이고,Table 1-205 R ¹ is Me, R ² is Cl, W ¹ is 0,

제1-206표 R¹은 Me이고, R²는 Cl이고, W¹은 0이고,Table 1-206 R ¹ is Me, R ² is Cl, W ¹ is 0,

제1-207표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-207 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)Pr-i이고, X는 S이고 (Z¹)_n은 「-」이다.G is C(O)Pr-i, X is S, and (Z ¹ ) _n is "-".

제1-208표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-208 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)Pr-i이고, X는 O이고 (Z¹)_n은 「-」이다.G is C(O)Pr-i, X is O, and (Z ¹ ) _n is "-".

제1-209표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-209 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)Pr-i이고, X는 S이고 (Z¹)_n은 5-F이다.G is C(O)Pr-i, X is S and (Z ¹ ) _n is 5-F.

제1-210표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-210 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)Pr-i이고, X는 O이고 (Z¹)_n은 5-F이다.G is C(O)Pr-i, X is O and (Z ¹ ) _n is 5-F.

제1-211표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-211 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)Pr-i이고, X는 S이고 (Z¹)_n은 6-F이다.G is C(O)Pr-i, X is S and (Z ¹ ) _n is 6-F.

제1-212표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-212 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)Pr-i이고, X는 O이고 (Z¹)_n은 6-F이다.G is C(O)Pr-i, X is O and (Z ¹ ) _n is 6-F.

제1-213표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-213 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)Pr-i이고, X는 S이고 (Z¹)_n은 7-F이다.G is C(O)Pr-i, X is S and (Z ¹ ) _n is 7-F.

제1-214표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-214 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)Pr-i이고, X는 O이고 (Z¹)_n은 7-F이다.G is C(O)Pr-i, X is O and (Z ¹ ) _n is 7-F.

제1-215표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-215 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)Pr-i이고, X는 S이고 (Z¹)_n은 5-Cl이다.G is C(O)Pr-i, X is S and (Z ¹ ) _n is 5-Cl.

제1-216표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-216 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)Pr-i이고, X는 O이고 (Z¹)_n은 5-Cl이다.G is C(O)Pr-i, X is O and (Z ¹ ) _n is 5-Cl.

제1-217표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-217 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)Pr-i이고, X는 S이고 (Z¹)_n은 6-Cl이다.G is C(O)Pr-i, X is S and (Z ¹ ) _n is 6-Cl.

제1-218표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-218 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)Pr-i이고, X는 O이고 (Z¹)_n은 6-Cl이다.G is C(O)Pr-i, X is O and (Z ¹ ) _n is 6-Cl.

제1-219표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-219 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)Pr-i이고, X는 S이고 (Z¹)_n은 7-Cl이다.G is C(O)Pr-i, X is S and (Z ¹ ) _n is 7-Cl.

제1-220표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-220 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)Pr-i이고, X는 O이고 (Z¹)_n은 7-Cl이다.G is C(O)Pr-i, X is O and (Z ¹ ) _n is 7-Cl.

제1-221표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-221 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)Pr-i이고, X는 S이고 (Z¹)_n은 5-Me이다.G is C(O)Pr-i, X is S and (Z ¹ ) _n is 5-Me.

제1-222표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-222 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)Pr-i이고, X는 O이고 (Z¹)_n은 5-Me이다.G is C(O)Pr-i, X is O and (Z ¹ ) _n is 5-Me.

제1-223표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-223 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)Pr-i이고, X는 S이고 (Z¹)_n은 6-Me이다.G is C(O)Pr-i, X is S and (Z ¹ ) _n is 6-Me.

제1-224표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-224 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)Pr-i이고, X는 O이고 (Z¹)_n은 6-Me이다.G is C(O)Pr-i, X is O and (Z ¹ ) _n is 6-Me.

제1-225표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-225 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)Pr-i이고, X는 S이고 (Z¹)_n은 7-Me이다.G is C(O)Pr-i, X is S and (Z ¹ ) _n is 7-Me.

제1-226표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-226, R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)Pr-i이고, X는 O이고 (Z¹)_n은 7-Me이다.G is C(O)Pr-i, X is O and (Z ¹ ) _n is 7-Me.

제1-227표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-227 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)Pr-i이고, X는 S이고 (Z¹)_n은 5-OMe이다.G is C(O)Pr-i, X is S and (Z ¹ ) _n is 5-OMe.

제1-228표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-228, R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)Pr-i이고, X는 O이고 (Z¹)_n은 5-OMe이다.G is C(O)Pr-i, X is O and (Z ¹ ) _n is 5-OMe.

제1-229표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-229 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)Pr-i이고, X는 S이고 (Z¹)_n은 6-OMe이다.G is C(O)Pr-i, X is S and (Z ¹ ) _n is 6-OMe.

제1-230표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-230 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)Pr-i이고, X는 O이고 (Z¹)_n은 6-OMe이다.G is C(O)Pr-i, X is O and (Z ¹ ) _n is 6-OMe.

제1-231표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-231 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)Pr-i이고, X는 S이고 (Z¹)_n은 7-OMe이다.G is C(O)Pr-i, X is S and (Z ¹ ) _n is 7-OMe.

제1-232표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-232 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)Pr-i이고, X는 O이고 (Z¹)_n은 7-OMe이다.G is C(O)Pr-i, X is O and (Z ¹ ) _n is 7-OMe.

제1-233표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-233 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)OMe이고, X는 S이고 (Z¹)_n은 「-」이다.G is C(O)OMe, X is S, and (Z ¹ ) _n is “-”.

제1-234표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-234 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)OMe이고, X는 O이고 (Z¹)_n은 「-」이다.G is C(O)OMe, X is O, and (Z ¹ ) _n is “-”.

제1-235표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-235 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)OMe이고, X는 S이고 (Z¹)_n은 5-F이다.G is C(O)OMe, X is S and (Z ¹ ) _n is 5-F.

제1-236표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-236, R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)OMe이고, X는 O이고 (Z¹)_n은 5-F이다.G is C(O)OMe, X is O and (Z ¹ ) _n is 5-F.

제1-237표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-237 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)OMe이고, X는 S이고 (Z¹)_n은 6-F이다.G is C(O)OMe, X is S and (Z ¹ ) _n is 6-F.

제1-238표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-238, R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)OMe이고, X는 O이고 (Z¹)_n은 6-F이다.G is C(O)OMe, X is O and (Z ¹ ) _n is 6-F.

제1-239표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-239 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)OMe이고, X는 S이고 (Z¹)_n은 7-F이다.G is C(O)OMe, X is S and (Z ¹ ) _n is 7-F.

제1-240표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-240 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)OMe이고, X는 O이고 (Z¹)_n은 7-F이다.G is C(O)OMe, X is O and (Z ¹ ) _n is 7-F.

제1-241표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-241 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)OMe이고, X는 S이고 (Z¹)_n은 5-Cl이다.G is C(O)OMe, X is S and (Z ¹ ) _n is 5-Cl.

제1-242표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-242, R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)OMe이고, X는 O이고 (Z¹)_n은 5-Cl이다.G is C(O)OMe, X is O and (Z ¹ ) _n is 5-Cl.

제1-243표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-243, R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)OMe이고, X는 S이고 (Z¹)_n은 6-Cl이다.G is C(O)OMe, X is S and (Z ¹ ) _n is 6-Cl.

제1-244표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-244 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)OMe이고, X는 O이고 (Z¹)_n은 6-Cl이다.G is C(O)OMe, X is O and (Z ¹ ) _n is 6-Cl.

제1-245표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-245 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)OMe이고, X는 S이고 (Z¹)_n은 7-Cl이다.G is C(O)OMe, X is S and (Z ¹ ) _n is 7-Cl.

제1-246표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-246, R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)OMe이고, X는 O이고 (Z¹)_n은 7-Cl이다.G is C(O)OMe, X is O and (Z ¹ ) _n is 7-Cl.

제1-247표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-247 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)OMe이고, X는 S이고 (Z¹)_n은 5-Me이다.G is C(O)OMe, X is S and (Z ¹ ) _n is 5-Me.

제1-248표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-248 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)OMe이고, X는 O이고 (Z¹)_n은 5-Me이다.G is C(O)OMe, X is O and (Z ¹ ) _n is 5-Me.

제1-249표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-249, R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)OMe이고, X는 S이고 (Z¹)_n은 6-Me이다.G is C(O)OMe, X is S and (Z ¹ ) _n is 6-Me.

제1-250표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-250 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)OMe이고, X는 O이고 (Z¹)_n은 6-Me이다.G is C(O)OMe, X is O and (Z ¹ ) _n is 6-Me.

제1-251표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-251 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)OMe이고, X는 S이고 (Z¹)_n은 7-Me이다.G is C(O)OMe, X is S and (Z ¹ ) _n is 7-Me.

제1-252표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-252 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)OMe이고, X는 O이고 (Z¹)_n은 7-Me이다.G is C(O)OMe, X is O and (Z ¹ ) _n is 7-Me.

제1-253표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-253 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)OMe이고, X는 S이고 (Z¹)_n은 5-OMe이다.G is C(O)OMe, X is S and (Z ¹ ) _n is 5-OMe.

제1-254표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-254 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)OMe이고, X는 O이고 (Z¹)_n은 5-OMe이다.G is C(O)OMe, X is O and (Z ¹ ) _n is 5-OMe.

제1-255표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-255 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)OMe이고, X는 S이고 (Z¹)_n은 6-OMe이다.G is C(O)OMe, X is S and (Z ¹ ) _n is 6-OMe.

제1-256표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-256 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)OMe이고, X는 O이고 (Z¹)_n은 6-OMe이다.G is C(O)OMe, X is O and (Z ¹ ) _n is 6-OMe.

제1-257표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-257 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)OMe이고, X는 S이고 (Z¹)_n은 7-OMe이다.G is C(O)OMe, X is S and (Z ¹ ) _n is 7-OMe.

제1-258표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-258, R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)OMe이고, X는 O이고 (Z¹)_n은 7-OMe이다.G is C(O)OMe, X is O and (Z ¹ ) _n is 7-OMe.

제1-259표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-259 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)OEt이고, X는 S이고 (Z¹)_n은 「-」이다.G is C(O)OEt, X is S, and (Z ¹ ) _n is "-".

제1-260표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-260 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)OEt이고, X는 O이고 (Z¹)_n은 「-」이다.G is C(O)OEt, X is O, and (Z ¹ ) _n is "-".

제1-261표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-261 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)OEt이고, X는 S이고 (Z¹)_n은 5-F이다.G is C(O)OEt, X is S and (Z ¹ ) _n is 5-F.

제1-262표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-262 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)OEt이고, X는 O이고 (Z¹)_n은 5-F이다.G is C(O)OEt, X is O and (Z ¹ ) _n is 5-F.

제1-263표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-263 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)OEt이고, X는 S이고 (Z¹)_n은 6-F이다.G is C(O)OEt, X is S and (Z ¹ ) _n is 6-F.

제1-264표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-264 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)OEt이고, X는 O이고 (Z¹)_n은 6-F이다.G is C(O)OEt, X is O and (Z ¹ ) _n is 6-F.

제1-265표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-265 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)OEt이고, X는 S이고 (Z¹)_n은 7-F이다.G is C(O)OEt, X is S and (Z ¹ ) _n is 7-F.

제1-266표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-266, R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)OEt이고, X는 O이고 (Z¹)_n은 7-F이다.G is C(O)OEt, X is O and (Z ¹ ) _n is 7-F.

제1-267표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-267 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)OEt이고, X는 S이고 (Z¹)_n은 5-Cl이다.G is C(O)OEt, X is S and (Z ¹ ) _n is 5-Cl.

제1-268표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-268, R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)OEt이고, X는 O이고 (Z¹)_n은 5-Cl이다.G is C(O)OEt, X is O and (Z ¹ ) _n is 5-Cl.

제1-269표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-269, R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)OEt이고, X는 S이고 (Z¹)_n은 6-Cl이다.G is C(O)OEt, X is S and (Z ¹ ) _n is 6-Cl.

제1-270표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-270 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)OEt이고, X는 O이고 (Z¹)_n은 6-Cl이다.G is C(O)OEt, X is O and (Z ¹ ) _n is 6-Cl.

제1-271표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-271 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)OEt이고, X는 S이고 (Z¹)_n은 7-Cl이다.G is C(O)OEt, X is S and (Z ¹ ) _n is 7-Cl.

제1-272표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-272, R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)OEt이고, X는 O이고 (Z¹)_n은 7-Cl이다.G is C(O)OEt, X is O and (Z ¹ ) _n is 7-Cl.

제1-273표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-273, R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)OEt이고, X는 S이고 (Z¹)_n은 5-Me이다.G is C(O)OEt, X is S and (Z ¹ ) _n is 5-Me.

제1-274표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-274 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)OEt이고, X는 O이고 (Z¹)_n은 5-Me이다.G is C(O)OEt, X is O and (Z ¹ ) _n is 5-Me.

제1-275표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-275 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)OEt이고, X는 S이고 (Z¹)_n은 6-Me이다.G is C(O)OEt, X is S and (Z ¹ ) _n is 6-Me.

제1-276표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-276, R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)OEt이고, X는 O이고 (Z¹)_n은 6-Me이다.G is C(O)OEt, X is O and (Z ¹ ) _n is 6-Me.

제1-277표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-277 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)OEt이고, X는 S이고 (Z¹)_n은 7-Me이다.G is C(O)OEt, X is S and (Z ¹ ) _n is 7-Me.

제1-278표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-278, R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)OEt이고, X는 O이고 (Z¹)_n은 7-Me이다.G is C(O)OEt, X is O and (Z ¹ ) _n is 7-Me.

제1-279표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-279, R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)OEt이고, X는 S이고 (Z¹)_n은 5-OMe이다.G is C(O)OEt, X is S and (Z ¹ ) _n is 5-OMe.

제1-280표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-280 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)OEt이고, X는 O이고 (Z¹)_n은 5-OMe이다.G is C(O)OEt, X is O and (Z ¹ ) _n is 5-OMe.

제1-281표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-281 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)OEt이고, X는 S이고 (Z¹)_n은 6-OMe이다.G is C(O)OEt, X is S and (Z ¹ ) _n is 6-OMe.

제1-282표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-282, R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)OEt이고, X는 O이고 (Z¹)_n은 6-OMe이다.G is C(O)OEt, X is O and (Z ¹ ) _n is 6-OMe.

제1-283표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-283 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)OEt이고, X는 S이고 (Z¹)_n은 7-OMe이다.G is C(O)OEt, X is S and (Z ¹ ) _n is 7-OMe.

제1-284표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-284 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)OEt이고, X는 O이고 (Z¹)_n은 7-OMe이다.G is C(O)OEt, X is O and (Z ¹ ) _n is 7-OMe.

제1-285표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-285, R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)OCH₂CH₂OMe이고, X는 S이고 (Z¹)_n은 「-」이다.G is C(O)OCH ₂ CH ₂ OMe, X is S, and (Z ¹ ) _n is “-”.

제1-286표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-286 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)OCH₂CH₂OMe이고, X는 O이고 (Z¹)_n은 「-」이다.G is C(O)OCH ₂ CH ₂ OMe, X is O, and (Z ¹ ) _n is “-”.

제1-287표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-287, R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)OCH₂CH₂OMe이고, X는 S이고 (Z¹)_n은 5-F이다.G is C(O)OCH ₂ CH ₂ OMe, X is S and (Z ¹ ) _n is 5-F.

제1-288표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-288, R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)OCH₂CH₂OMe이고, X는 O이고 (Z¹)_n은 5-F이다.G is C(O)OCH ₂ CH ₂ OMe, X is O and (Z ¹ ) _n is 5-F.

제1-289표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-289, R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)OCH₂CH₂OMe이고, X는 S이고 (Z¹)_n은 6-F이다.G is C(O)OCH ₂ CH ₂ OMe, X is S and (Z ¹ ) _n is 6-F.

제1-290표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-290 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)OCH₂CH₂OMe이고, X는 O이고 (Z¹)_n은 6-F이다.G is C(O)OCH ₂ CH ₂ OMe, X is O and (Z ¹ ) _n is 6-F.

제1-291표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-291 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)OCH₂CH₂OMe이고, X는 S이고 (Z¹)_n은 7-F이다.G is C(O)OCH ₂ CH ₂ OMe, X is S and (Z ¹ ) _n is 7-F.

제1-292표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-292, R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)OCH₂CH₂OMe이고, X는 O이고 (Z¹)_n은 7-F이다.G is C(O)OCH ₂ CH ₂ OMe, X is O and (Z ¹ ) _n is 7-F.

제1-293표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-293, R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)OCH₂CH₂OMe이고, X는 S이고 (Z¹)_n은 5-Cl이다.G is C(O)OCH ₂ CH ₂ OMe, X is S and (Z ¹ ) _n is 5-Cl.

제1-294표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-294 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)OCH₂CH₂OMe이고, X는 O이고 (Z¹)_n은 5-Cl이다.G is C(O)OCH ₂ CH ₂ OMe, X is O and (Z ¹ ) _n is 5-Cl.

제1-295표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-295 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)OCH₂CH₂OMe이고, X는 S이고 (Z¹)_n은 6-Cl이다.G is C(O)OCH ₂ CH ₂ OMe, X is S and (Z ¹ ) _n is 6-Cl.

제1-296표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-296, R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)OCH₂CH₂OMe이고, X는 O이고 (Z¹)_n은 6-Cl이다.G is C(O)OCH ₂ CH ₂ OMe, X is O and (Z ¹ ) _n is 6-Cl.

제1-297표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-297 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)OCH₂CH₂OMe이고, X는 S이고 (Z¹)_n은 7-Cl이다.G is C(O)OCH ₂ CH ₂ OMe, X is S and (Z ¹ ) _n is 7-Cl.

제1-298표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-298, R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)OCH₂CH₂OMe이고, X는 O이고 (Z¹)_n은 7-Cl이다.G is C(O)OCH ₂ CH ₂ OMe, X is O and (Z ¹ ) _n is 7-Cl.

제1-299표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-299 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)OCH₂CH₂OMe이고, X는 S이고 (Z¹)_n은 5-Me이다.G is C(O)OCH ₂ CH ₂ OMe, X is S and (Z ¹ ) _n is 5-Me.

제1-300표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-300 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)OCH₂CH₂OMe이고, X는 O이고 (Z¹)_n은 5-Me이다.G is C(O)OCH ₂ CH ₂ OMe, X is O and (Z ¹ ) _n is 5-Me.

제1-301표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-301 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)OCH₂CH₂OMe이고, X는 S이고 (Z¹)_n은 6-Me이다.G is C(O)OCH ₂ CH ₂ OMe, X is S and (Z ¹ ) _n is 6-Me.

제1-302표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-302 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)OCH₂CH₂OMe이고, X는 O이고 (Z¹)_n은 6-Me이다.G is C(O)OCH ₂ CH ₂ OMe, X is O and (Z ¹ ) _n is 6-Me.

제1-303표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-303, R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)OCH₂CH₂OMe이고, X는 S이고 (Z¹)_n은 7-Me이다.G is C(O)OCH ₂ CH ₂ OMe, X is S and (Z ¹ ) _n is 7-Me.

제1-304표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-304 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)OCH₂CH₂OMe이고, X는 O이고 (Z¹)_n은 7-Me이다.G is C(O)OCH ₂ CH ₂ OMe, X is O and (Z ¹ ) _n is 7-Me.

제1-305표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-305 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)OCH₂CH₂OMe이고, X는 S이고 (Z¹)_n은 5-OMe이다.G is C(O)OCH ₂ CH ₂ OMe, X is S and (Z ¹ ) _n is 5-OMe.

제1-306표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-306 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)OCH₂CH₂OMe이고, X는 O이고 (Z¹)_n은 5-OMe이다.G is C(O)OCH ₂ CH ₂ OMe, X is O and (Z ¹ ) _n is 5-OMe.

제1-307표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-307 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)OCH₂CH₂OMe이고, X는 S이고 (Z¹)_n은 6-OMe이다.G is C(O)OCH ₂ CH ₂ OMe, X is S and (Z ¹ ) _n is 6-OMe.

제1-308표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-308 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)OCH₂CH₂OMe이고, X는 O이고 (Z¹)_n은 6-OMe이다.G is C(O)OCH ₂ CH ₂ OMe, X is O and (Z ¹ ) _n is 6-OMe.

제1-309표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-309, R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)OCH₂CH₂OMe이고, X는 S이고 (Z¹)_n은 7-OMe이다.G is C(O)OCH ₂ CH ₂ OMe, X is S and (Z ¹ ) _n is 7-OMe.

제1-310표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-310 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)OCH₂CH₂OMe이고, X는 O이고 (Z¹)_n은 7-OMe이다.G is C(O)OCH ₂ CH ₂ OMe, X is O and (Z ¹ ) _n is 7-OMe.

제1-311표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-311 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)[Q-2]이고, X는 S이고 (Z¹)_n은 「-」이다.G is C(O)[Q-2], X is S, and (Z ¹ ) _n is "-".

제1-312표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-312, R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)[Q-2]이고, X는 O이고 (Z¹)_n은 「-」이다.G is C(O)[Q-2], X is O, and (Z ¹ ) _n is "-".

제1-313표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-313 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)[Q-2]이고, X는 S이고 (Z¹)_n은 5-F이다.G is C(O)[Q-2], X is S and (Z ¹ ) _n is 5-F.

제1-314표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-314, R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)[Q-2]이고, X는 O이고 (Z¹)_n은 5-F이다.G is C(O)[Q-2], X is O and (Z ¹ ) _n is 5-F.

제1-315표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-315 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)[Q-2]이고, X는 S이고 (Z¹)_n은 6-F이다.G is C(O)[Q-2], X is S and (Z ¹ ) _n is 6-F.

제1-316표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-316, R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)[Q-2]이고, X는 O이고 (Z¹)_n은 6-F이다.G is C(O)[Q-2], X is O and (Z ¹ ) _n is 6-F.

제1-317표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-317 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)[Q-2]이고, X는 S이고 (Z¹)_n은 7-F이다.G is C(O)[Q-2], X is S and (Z ¹ ) _n is 7-F.

제1-318표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-318 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)[Q-2]이고, X는 O이고 (Z¹)_n은 7-F이다.G is C(O)[Q-2], X is O and (Z ¹ ) _n is 7-F.

제1-319표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-319 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)[Q-2]이고, X는 S이고 (Z¹)_n은 5-Cl이다.G is C(O)[Q-2], X is S and (Z ¹ ) _n is 5-Cl.

제1-320표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-320 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)[Q-2]이고, X는 O이고 (Z¹)_n은 5-Cl이다.G is C(O)[Q-2], X is O and (Z ¹ ) _n is 5-Cl.

제1-321표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-321 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)[Q-2]이고, X는 S이고 (Z¹)_n은 6-Cl이다.G is C(O)[Q-2], X is S and (Z ¹ ) _n is 6-Cl.

제1-322표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-322 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)[Q-2]이고, X는 O이고 (Z¹)_n은 6-Cl이다.G is C(O)[Q-2], X is O and (Z ¹ ) _n is 6-Cl.

제1-323표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-323 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)[Q-2]이고, X는 S이고 (Z¹)_n은 7-Cl이다.G is C(O)[Q-2], X is S and (Z ¹ ) _n is 7-Cl.

제1-324표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-324 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)[Q-2]이고, X는 O이고 (Z¹)_n은 7-Cl이다.G is C(O)[Q-2], X is O and (Z ¹ ) _n is 7-Cl.

제1-325표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-325 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)[Q-2]이고, X는 S이고 (Z¹)_n은 5-Me이다.G is C(O)[Q-2], X is S and (Z ¹ ) _n is 5-Me.

제1-326표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-326 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)[Q-2]이고, X는 O이고 (Z¹)_n은 5-Me이다.G is C(O)[Q-2], X is O and (Z ¹ ) _n is 5-Me.

제1-327표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-327 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)[Q-2]이고, X는 S이고 (Z¹)_n은 6-Me이다.G is C(O)[Q-2], X is S and (Z ¹ ) _n is 6-Me.

제1-328표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-328 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)[Q-2]이고, X는 O이고 (Z¹)_n은 6-Me이다.G is C(O)[Q-2], X is O and (Z ¹ ) _n is 6-Me.

제1-329표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-329 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)[Q-2]이고, X는 S이고 (Z¹)_n은 7-Me이다.G is C(O)[Q-2], X is S and (Z ¹ ) _n is 7-Me.

제1-330표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-330 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)[Q-2]이고, X는 O이고 (Z¹)_n은 7-Me이다.G is C(O)[Q-2], X is O and (Z ¹ ) _n is 7-Me.

제1-331표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-331 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)[Q-2]이고, X는 S이고 (Z¹)_n은 5-OMe이다.G is C(O)[Q-2], X is S and (Z ¹ ) _n is 5-OMe.

제1-332표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-332 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)[Q-2]이고, X는 O이고 (Z¹)_n은 5-OMe이다.G is C(O)[Q-2], X is O and (Z ¹ ) _n is 5-OMe.

제1-333표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-333 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)[Q-2]이고, X는 S이고 (Z¹)_n은 6-OMe이다.G is C(O)[Q-2], X is S and (Z ¹ ) _n is 6-OMe.

제1-334표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-334 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)[Q-2]이고, X는 O이고 (Z¹)_n은 6-OMe이다.G is C(O)[Q-2], X is O and (Z ¹ ) _n is 6-OMe.

제1-335표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-335 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)[Q-2]이고, X는 S이고 (Z¹)_n은 7-OMe이다.G is C(O)[Q-2], X is S and (Z ¹ ) _n is 7-OMe.

제1-336표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-336, R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)[Q-2]이고, X는 O이고 (Z¹)_n은 7-OMe이다.G is C(O)[Q-2], X is O and (Z ¹ ) _n is 7-OMe.

제1-337표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-337 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)[U-1a]이고, X는 S이고 (Z¹)_n은 「-」이다.G is C(O)[U-1a], X is S, and (Z ¹ ) _n is “-”.

제1-338표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-338 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)[U-1a]이고, X는 O이고 (Z¹)_n은 「-」이다.G is C(O)[U-1a], X is O, and (Z ¹ ) _n is “-”.

제1-339표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-339 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)[U-1a]이고, X는 S이고 (Z¹)_n은 5-F이다.G is C(O)[U-1a], X is S and (Z ¹ ) _n is 5-F.

제1-340표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-340 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)[U-1a]이고, X는 O이고 (Z¹)_n은 5-F이다.G is C(O)[U-1a], X is O and (Z ¹ ) _n is 5-F.

제1-341표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-341 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)[U-1a]이고, X는 S이고 (Z¹)_n은 6-F이다.G is C(O)[U-1a], X is S and (Z ¹ ) _n is 6-F.

제1-342표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-342 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)[U-1a]이고, X는 O이고 (Z¹)_n은 6-F이다.G is C(O)[U-1a], X is O and (Z ¹ ) _n is 6-F.

제1-343표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-343 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)[U-1a]이고, X는 S이고 (Z¹)_n은 7-F이다.G is C(O)[U-1a], X is S and (Z ¹ ) _n is 7-F.

제1-344표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-344 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)[U-1a]이고, X는 O이고 (Z¹)_n은 7-F이다.G is C(O)[U-1a], X is O and (Z ¹ ) _n is 7-F.

제1-345표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-345, R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)[U-1a]이고, X는 S이고 (Z¹)_n은 5-Cl이다.G is C(O)[U-1a], X is S and (Z ¹ ) _n is 5-Cl.

제1-346표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-346 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)[U-1a]이고, X는 O이고 (Z¹)_n은 5-Cl이다.G is C(O)[U-1a], X is O and (Z ¹ ) _n is 5-Cl.

제1-347표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-347 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)[U-1a]이고, X는 S이고 (Z¹)_n은 6-Cl이다.G is C(O)[U-1a], X is S and (Z ¹ ) _n is 6-Cl.

제1-348표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-348 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)[U-1a]이고, X는 O이고 (Z¹)_n은 6-Cl이다.G is C(O)[U-1a], X is O and (Z ¹ ) _n is 6-Cl.

제1-349표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-349 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)[U-1a]이고, X는 S이고 (Z¹)_n은 7-Cl이다.G is C(O)[U-1a], X is S and (Z ¹ ) _n is 7-Cl.

제1-350표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-350 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)[U-1a]이고, X는 O이고 (Z¹)_n은 7-Cl이다.G is C(O)[U-1a], X is O and (Z ¹ ) _n is 7-Cl.

제1-351표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-351 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)[U-1a]이고, X는 S이고 (Z¹)_n은 5-Me이다.G is C(O)[U-1a], X is S and (Z ¹ ) _n is 5-Me.

제1-352표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-352 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)[U-1a]이고, X는 O이고 (Z¹)_n은 5-Me이다.G is C(O)[U-1a], X is O and (Z ¹ ) _n is 5-Me.

제1-353표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-353 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)[U-1a]이고, X는 S이고 (Z¹)_n은 6-Me이다.G is C(O)[U-1a], X is S and (Z ¹ ) _n is 6-Me.

제1-354표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-354 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)[U-1a]이고, X는 O이고 (Z¹)_n은 6-Me이다.G is C(O)[U-1a], X is O and (Z ¹ ) _n is 6-Me.

제1-355표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-355 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)[U-1a]이고, X는 S이고 (Z¹)_n은 7-Me이다.G is C(O)[U-1a], X is S and (Z ¹ ) _n is 7-Me.

제1-356표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-356 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)[U-1a]이고, X는 O이고 (Z¹)_n은 7-Me이다.G is C(O)[U-1a], X is O and (Z ¹ ) _n is 7-Me.

제1-357표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-357 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)[U-1a]이고, X는 S이고 (Z¹)_n은 5-OMe이다.G is C(O)[U-1a], X is S and (Z ¹ ) _n is 5-OMe.

제1-358표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-358 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)[U-1a]이고, X는 O이고 (Z¹)_n은 5-OMe이다.G is C(O)[U-1a], X is O and (Z ¹ ) _n is 5-OMe.

제1-359표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-359 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)[U-1a]이고, X는 S이고 (Z¹)_n은 6-OMe이다.G is C(O)[U-1a], X is S and (Z ¹ ) _n is 6-OMe.

제1-360표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-360 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)[U-1a]이고, X는 O이고 (Z¹)_n은 6-OMe이다.G is C(O)[U-1a], X is O and (Z ¹ ) _n is 6-OMe.

제1-361표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-361 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)[U-1a]이고, X는 S이고 (Z¹)_n은 7-OMe이다.G is C(O)[U-1a], X is S and (Z ¹ ) _n is 7-OMe.

제1-362표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-362 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)[U-1a]이고, X는 O이고 (Z¹)_n은 7-OMe이다.G is C(O)[U-1a], X is O and (Z ¹ ) _n is 7-OMe.

제1-363표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-363 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)[Ph-2-Me]이고, X는 S이고 (Z¹)_n은 「-」이다.G is C(O)[Ph-2-Me], X is S, and (Z ¹ ) _n is "-".

제1-364표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-364 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)[Ph-2-Me]이고, X는 O이고 (Z¹)_n은 「-」이다.G is C(O)[Ph-2-Me], X is O, and (Z ¹ ) _n is “-”.

제1-365표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-365 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)[Ph-2-Me]이고, X는 S이고 (Z¹)_n은 5-F이다.G is C(O)[Ph-2-Me], X is S and (Z ¹ ) _n is 5-F.

제1-366표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-366 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)[Ph-2-Me]이고, X는 O이고 (Z¹)_n은 5-F이다.G is C(O)[Ph-2-Me], X is O and (Z ¹ ) _n is 5-F.

제1-367표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-367, R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)[Ph-2-Me]이고, X는 S이고 (Z¹)_n은 6-F이다.G is C(O)[Ph-2-Me], X is S and (Z ¹ ) _n is 6-F.

제1-368표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-368 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)[Ph-2-Me]이고, X는 O이고 (Z¹)_n은 6-F이다.G is C(O)[Ph-2-Me], X is O and (Z ¹ ) _n is 6-F.

제1-369표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-369 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)[Ph-2-Me]이고, X는 S이고 (Z¹)_n은 7-F이다.G is C(O)[Ph-2-Me], X is S and (Z ¹ ) _n is 7-F.

제1-370표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-370 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)[Ph-2-Me]이고, X는 O이고 (Z¹)_n은 7-F이다.G is C(O)[Ph-2-Me], X is O and (Z ¹ ) _n is 7-F.

제1-371표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-371 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)[Ph-2-Me]이고, X는 S이고 (Z¹)_n은 5-Cl이다.G is C(O)[Ph-2-Me], X is S and (Z ¹ ) _n is 5-Cl.

제1-372표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-372 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)[Ph-2-Me]이고, X는 O이고 (Z¹)_n은 5-Cl이다.G is C(O)[Ph-2-Me], X is O and (Z ¹ ) _n is 5-Cl.

제1-373표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-373 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)[Ph-2-Me]이고, X는 S이고 (Z¹)_n은 6-Cl이다.G is C(O)[Ph-2-Me], X is S and (Z ¹ ) _n is 6-Cl.

제1-374표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-374 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)[Ph-2-Me]이고, X는 O이고 (Z¹)_n은 6-Cl이다.G is C(O)[Ph-2-Me], X is O and (Z ¹ ) _n is 6-Cl.

제1-375표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-375 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)[Ph-2-Me]이고, X는 S이고 (Z¹)_n은 7-Cl이다.G is C(O)[Ph-2-Me], X is S and (Z ¹ ) _n is 7-Cl.

제1-376표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-376, R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)[Ph-2-Me]이고, X는 O이고 (Z¹)_n은 7-Cl이다.G is C(O)[Ph-2-Me], X is O and (Z ¹ ) _n is 7-Cl.

제1-377표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-377 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)[Ph-2-Me]이고, X는 S이고 (Z¹)_n은 5-Me이다.G is C(O)[Ph-2-Me], X is S and (Z ¹ ) _n is 5-Me.

제1-378표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-378, R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)[Ph-2-Me]이고, X는 O이고 (Z¹)_n은 5-Me이다.G is C(O)[Ph-2-Me], X is O and (Z ¹ ) _n is 5-Me.

제1-379표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-379 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)[Ph-2-Me]이고, X는 S이고 (Z¹)_n은 6-Me이다.G is C(O)[Ph-2-Me], X is S and (Z ¹ ) _n is 6-Me.

제1-380표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-380 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)[Ph-2-Me]이고, X는 O이고 (Z¹)_n은 6-Me이다.G is C(O)[Ph-2-Me], X is O and (Z ¹ ) _n is 6-Me.

제1-381표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-381 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)[Ph-2-Me]이고, X는 S이고 (Z¹)_n은 7-Me이다.G is C(O)[Ph-2-Me], X is S and (Z ¹ ) _n is 7-Me.

제1-382표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-382 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)[Ph-2-Me]이고, X는 O이고 (Z¹)_n은 7-Me이다.G is C(O)[Ph-2-Me], X is O and (Z ¹ ) _n is 7-Me.

제1-383표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-383 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)[Ph-2-Me]이고, X는 S이고 (Z¹)_n은 5-OMe이다.G is C(O)[Ph-2-Me], X is S and (Z ¹ ) _n is 5-OMe.

제1-384표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-384, R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)[Ph-2-Me]이고, X는 O이고 (Z¹)_n은 5-OMe이다.G is C(O)[Ph-2-Me], X is O and (Z ¹ ) _n is 5-OMe.

제1-385표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-385 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)[Ph-2-Me]이고, X는 S이고 (Z¹)_n은 6-OMe이다.G is C(O)[Ph-2-Me], X is S and (Z ¹ ) _n is 6-OMe.

제1-386표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-386, R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)[Ph-2-Me]이고, X는 O이고 (Z¹)_n은 6-OMe이다.G is C(O)[Ph-2-Me], X is O and (Z ¹ ) _n is 6-OMe.

제1-387표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-387, R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)[Ph-2-Me]이고, X는 S이고 (Z¹)_n은 7-OMe이다.G is C(O)[Ph-2-Me], X is S and (Z ¹ ) _n is 7-OMe.

제1-388표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-388 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)[Ph-2-Me]이고, X는 O이고 (Z¹)_n은 7-OMe이다.G is C(O)[Ph-2-Me], X is O and (Z ¹ ) _n is 7-OMe.

제1-389표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-389, R ¹ is Me, R ² is Me, W ¹ is 0,

G는 S(O)₂Me이고, X는 S이고 (Z¹)_n은 「-」이다.G is S(O) ₂ Me, X is S, and (Z ¹ ) _n is “-”.

제1-390표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-390 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 S(O)₂Me이고, X는 O이고 (Z¹)_n은 「-」이다.G is S(O) ₂ Me, X is O, and (Z ¹ ) _n is “-”.

제1-391표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-391 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 S(O)₂Me이고, X는 S이고 (Z¹)_n은 5-F이다.G is S(O) ₂ Me, X is S and (Z ¹ ) _n is 5-F.

제1-392표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-392 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 S(O)₂Me이고, X는 O이고 (Z¹)_n은 5-F이다.G is S(O) ₂ Me, X is O and (Z ¹ ) _n is 5-F.

제1-393표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-393 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 S(O)₂Me이고, X는 S이고 (Z¹)_n은 6-F이다.G is S(O) ₂ Me, X is S and (Z ¹ ) _n is 6-F.

제1-394표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-394 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 S(O)₂Me이고, X는 O이고 (Z¹)_n은 6-F이다.G is S(O) ₂ Me, X is O and (Z ¹ ) _n is 6-F.

제1-395표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-395 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 S(O)₂Me이고, X는 S이고 (Z¹)_n은 7-F이다.G is S(O) ₂ Me, X is S and (Z ¹ ) _n is 7-F.

제1-396표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-396 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 S(O)₂Me이고, X는 O이고 (Z¹)_n은 7-F이다.G is S(O) ₂ Me, X is O and (Z ¹ ) _n is 7-F.

제1-397표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-397, R ¹ is Me, R ² is Me, W ¹ is 0,

G는 S(O)₂Me이고, X는 S이고 (Z¹)_n은 5-Cl이다.G is S(O) ₂ Me, X is S and (Z ¹ ) _n is 5-Cl.

제1-398표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-398 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 S(O)₂Me이고, X는 O이고 (Z¹)_n은 5-Cl이다.G is S(O) ₂ Me, X is O and (Z ¹ ) _n is 5-Cl.

제1-399표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-399 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 S(O)₂Me이고, X는 S이고 (Z¹)_n은 6-Cl이다.G is S(O) ₂ Me, X is S and (Z ¹ ) _n is 6-Cl.

제1-400표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-400 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 S(O)₂Me이고, X는 O이고 (Z¹)_n은 6-Cl이다.G is S(O) ₂ Me, X is O and (Z ¹ ) _n is 6-Cl.

제1-401표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-401 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 S(O)₂Me이고, X는 S이고 (Z¹)_n은 7-Cl이다.G is S(O) ₂ Me, X is S and (Z ¹ ) _n is 7-Cl.

제1-402표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-402 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 S(O)₂Me이고, X는 O이고 (Z¹)_n은 7-Cl이다.G is S(O) ₂ Me, X is O and (Z ¹ ) _n is 7-Cl.

제1-403표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-403 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 S(O)₂Me이고, X는 S이고 (Z¹)_n은 5-Me이다.G is S(O) ₂ Me, X is S and (Z ¹ ) _n is 5-Me.

제1-404표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-404 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 S(O)₂Me이고, X는 O이고 (Z¹)_n은 5-Me이다.G is S(O) ₂ Me, X is O and (Z ¹ ) _n is 5-Me.

제1-405표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-405 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 S(O)₂Me이고, X는 S이고 (Z¹)_n은 6-Me이다.G is S(O) ₂ Me, X is S and (Z ¹ ) _n is 6-Me.

제1-406표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-406 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 S(O)₂Me이고, X는 O이고 (Z¹)_n은 6-Me이다.G is S(O) ₂ Me, X is O and (Z ¹ ) _n is 6-Me.

제1-407표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-407 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 S(O)₂Me이고, X는 S이고 (Z¹)_n은 7-Me이다.G is S(O) ₂ Me, X is S and (Z ¹ ) _n is 7-Me.

제1-408표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-408 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 S(O)₂Me이고, X는 O이고 (Z¹)_n은 7-Me이다.G is S(O) ₂ Me, X is O and (Z ¹ ) _n is 7-Me.

제1-409표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-409 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 S(O)₂Me이고, X는 S이고 (Z¹)_n은 5-OMe이다.G is S(O) ₂ Me, X is S and (Z ¹ ) _n is 5-OMe.

제1-410표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-410 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 S(O)₂Me이고, X는 O이고 (Z¹)_n은 5-OMe이다.G is S(O) ₂ Me, X is O and (Z ¹ ) _n is 5-OMe.

제1-411표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-411 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 S(O)₂Me이고, X는 S이고 (Z¹)_n은 6-OMe이다.G is S(O) ₂ Me, X is S and (Z ¹ ) _n is 6-OMe.

제1-412표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-412 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 S(O)₂Me이고, X는 O이고 (Z¹)_n은 6-OMe이다.G is S(O) ₂ Me, X is O and (Z ¹ ) _n is 6-OMe.

제1-413표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-413 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 S(O)₂Me이고, X는 S이고 (Z¹)_n은 7-OMe이다.G is S(O) ₂ Me, X is S and (Z ¹ ) _n is 7-OMe.

제1-414표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-414 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 S(O)₂Me이고, X는 O이고 (Z¹)_n은 7-OMe이다.G is S(O) ₂ Me, X is O and (Z ¹ ) _n is 7-OMe.

제1-415표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-415 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 S(O)₂[Ph-4-Me]이고, X는 S이고 (Z¹)_n은 「-」이다.G is S(O) ₂ [Ph-4-Me], X is S, and (Z ¹ ) _n is “-”.

제1-416표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-416, R ¹ is Me, R ² is Me, W ¹ is 0,

G는 S(O)₂[Ph-4-Me]이고, X는 O이고 (Z¹)_n은 「-」이다.G is S(O) ₂ [Ph-4-Me], X is O, and (Z ¹ ) _n is “-”.

제1-417표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-417 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 S(O)₂[Ph-4-Me]이고, X는 S이고 (Z¹)_n은 5-F이다.G is S(O) ₂ [Ph-4-Me], X is S and (Z ¹ ) _n is 5-F.

제1-418표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-418 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 S(O)₂[Ph-4-Me]이고, X는 O이고 (Z¹)_n은 5-F이다.G is S(O) ₂ [Ph-4-Me], X is O and (Z ¹ ) _n is 5-F.

제1-419표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-419 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 S(O)₂[Ph-4-Me]이고, X는 S이고 (Z¹)_n은 6-F이다.G is S(O) ₂ [Ph-4-Me], X is S and (Z ¹ ) _n is 6-F.

제1-420표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-420 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 S(O)₂[Ph-4-Me]이고, X는 O이고 (Z¹)_n은 6-F이다.G is S(O) ₂ [Ph-4-Me], X is O and (Z ¹ ) _n is 6-F.

제1-421표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-421 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 S(O)₂[Ph-4-Me]이고, X는 S이고 (Z¹)_n은 7-F이다.G is S(O) ₂ [Ph-4-Me], X is S and (Z ¹ ) _n is 7-F.

제1-422표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-422 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 S(O)₂[Ph-4-Me]이고, X는 O이고 (Z¹)_n은 7-F이다.G is S(O) ₂ [Ph-4-Me], X is O and (Z ¹ ) _n is 7-F.

제1-423표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-423 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 S(O)₂[Ph-4-Me]이고, X는 S이고 (Z¹)_n은 5-Cl이다.G is S(O) ₂ [Ph-4-Me], X is S and (Z ¹ ) _n is 5-Cl.

제1-424표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-424 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 S(O)₂[Ph-4-Me]이고, X는 O이고 (Z¹)_n은 5-Cl이다.G is S(O) ₂ [Ph-4-Me], X is O and (Z ¹ ) _n is 5-Cl.

제1-425표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-425 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 S(O)₂[Ph-4-Me]이고, X는 S이고 (Z¹)_n은 6-Cl이다.G is S(O) ₂ [Ph-4-Me], X is S and (Z ¹ ) _n is 6-Cl.

제1-426표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-426 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 S(O)₂[Ph-4-Me]이고, X는 O이고 (Z¹)_n은 6-Cl이다.G is S(O) ₂ [Ph-4-Me], X is O and (Z ¹ ) _n is 6-Cl.

제1-427표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-427 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 S(O)₂[Ph-4-Me]이고, X는 S이고 (Z¹)_n은 7-Cl이다.G is S(O) ₂ [Ph-4-Me], X is S and (Z ¹ ) _n is 7-Cl.

제1-428표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-428 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 S(O)₂[Ph-4-Me]이고, X는 O이고 (Z¹)_n은 7-Cl이다.G is S(O) ₂ [Ph-4-Me], X is O and (Z ¹ ) _n is 7-Cl.

제1-429표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-429 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 S(O)₂[Ph-4-Me]이고, X는 S이고 (Z¹)_n은 5-Me이다.G is S(O) ₂ [Ph-4-Me], X is S and (Z ¹ ) _n is 5-Me.

제1-430표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-430 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 S(O)₂[Ph-4-Me]이고, X는 O이고 (Z¹)_n은 5-Me이다.G is S(O) ₂ [Ph-4-Me], X is O and (Z ¹ ) _n is 5-Me.

제1-431표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-431 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 S(O)₂[Ph-4-Me]이고, X는 S이고 (Z¹)_n은 6-Me이다.G is S(O) ₂ [Ph-4-Me], X is S and (Z ¹ ) _n is 6-Me.

제1-432표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-432 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 S(O)₂[Ph-4-Me]이고, X는 O이고 (Z¹)_n은 6-Me이다.G is S(O) ₂ [Ph-4-Me], X is O and (Z ¹ ) _n is 6-Me.

제1-433표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-433 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 S(O)₂[Ph-4-Me]이고, X는 S이고 (Z¹)_n은 7-Me이다.G is S(O) ₂ [Ph-4-Me], X is S and (Z ¹ ) _n is 7-Me.

제1-434표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-434 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 S(O)₂[Ph-4-Me]이고, X는 O이고 (Z¹)_n은 7-Me이다.G is S(O) ₂ [Ph-4-Me], X is O and (Z ¹ ) _n is 7-Me.

제1-435표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-435 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 S(O)₂[Ph-4-Me]이고, X는 S이고 (Z¹)_n은 5-OMe이다.G is S(O) ₂ [Ph-4-Me], X is S and (Z ¹ ) _n is 5-OMe.

제1-436표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-436 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 S(O)₂[Ph-4-Me]이고, X는 O이고 (Z¹)_n은 5-OMe이다.G is S(O) ₂ [Ph-4-Me], X is O and (Z ¹ ) _n is 5-OMe.

제1-437표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-437 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 S(O)₂[Ph-4-Me]이고, X는 S이고 (Z¹)_n은 6-OMe이다.G is S(O) ₂ [Ph-4-Me], X is S and (Z ¹ ) _n is 6-OMe.

제1-438표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-438 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 S(O)₂[Ph-4-Me]이고, X는 O이고 (Z¹)_n은 6-OMe이다.G is S(O) ₂ [Ph-4-Me], X is O and (Z ¹ ) _n is 6-OMe.

제1-439표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-439 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 S(O)₂[Ph-4-Me]이고, X는 S이고 (Z¹)_n은 7-OMe이다.G is S(O) ₂ [Ph-4-Me], X is S and (Z ¹ ) _n is 7-OMe.

제1-440표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-440 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 S(O)₂[Ph-4-Me]이고, X는 O이고 (Z¹)_n은 7-OMe이다.G is S(O) ₂ [Ph-4-Me], X is O and (Z ¹ ) _n is 7-OMe.

제1-441표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-441 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)CH₂OPh이고, X는 S이고 (Z¹)_n은 「-」이다.G is C(O)CH ₂ OPh, X is S, and (Z ¹ ) _n is “-”.

제1-442표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-442 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)CH₂OPh이고, X는 O이고 (Z¹)_n은 「-」이다.G is C(O)CH ₂ OPh, X is O, and (Z ¹ ) _n is “-”.

제1-443표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-443 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)CH₂OPh이고, X는 S이고 (Z¹)_n은 5-F이다.G is C(O)CH ₂ OPh, X is S and (Z ¹ ) _n is 5-F.

제1-444표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-444 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)CH₂OPh이고, X는 O이고 (Z¹)_n은 5-F이다.G is C(O)CH ₂ OPh, X is O and (Z ¹ ) _n is 5-F.

제1-445표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-445 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)CH₂OPh이고, X는 S이고 (Z¹)_n은 6-F이다.G is C(O)CH ₂ OPh, X is S and (Z ¹ ) _n is 6-F.

제1-446표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-446 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)CH₂OPh이고, X는 O이고 (Z¹)_n은 6-F이다.G is C(O)CH ₂ OPh, X is O and (Z ¹ ) _n is 6-F.

제1-447표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-447 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)CH₂OPh이고, X는 S이고 (Z¹)_n은 7-F이다.G is C(O)CH ₂ OPh, X is S and (Z ¹ ) _n is 7-F.

제1-448표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-448 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)CH₂OPh이고, X는 O이고 (Z¹)_n은 7-F이다.G is C(O)CH ₂ OPh, X is O and (Z ¹ ) _n is 7-F.

제1-449표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-449 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)CH₂OPh이고, X는 S이고 (Z¹)_n은 5-Cl이다.G is C(O)CH ₂ OPh, X is S and (Z ¹ ) _n is 5-Cl.

제1-450표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-450 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)CH₂OPh이고, X는 O이고 (Z¹)_n은 5-Cl이다.G is C(O)CH ₂ OPh, X is O and (Z ¹ ) _n is 5-Cl.

제1-451표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-451 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)CH₂OPh이고, X는 S이고 (Z¹)_n은 6-Cl이다.G is C(O)CH ₂ OPh, X is S and (Z ¹ ) _n is 6-Cl.

제1-452표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-452 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)CH₂OPh이고, X는 O이고 (Z¹)_n은 6-Cl이다.G is C(O)CH ₂ OPh, X is O and (Z ¹ ) _n is 6-Cl.

제1-453표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-453 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)CH₂OPh이고, X는 S이고 (Z¹)_n은 7-Cl이다.G is C(O)CH ₂ OPh, X is S and (Z ¹ ) _n is 7-Cl.

제1-454표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-454 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)CH₂OPh이고, X는 O이고 (Z¹)_n은 7-Cl이다.G is C(O)CH ₂ OPh, X is O and (Z ¹ ) _n is 7-Cl.

제1-455표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-455 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)CH₂OPh이고, X는 S이고 (Z¹)_n은 5-Me이다.G is C(O)CH ₂ OPh, X is S and (Z ¹ ) _n is 5-Me.

제1-456표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-456 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)CH₂OPh이고, X는 O이고 (Z¹)_n은 5-Me이다.G is C(O)CH ₂ OPh, X is O and (Z ¹ ) _n is 5-Me.

제1-457표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-457 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)CH₂OPh이고, X는 S이고 (Z¹)_n은 6-Me이다.G is C(O)CH ₂ OPh, X is S and (Z ¹ ) _n is 6-Me.

제1-458표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-458 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)CH₂OPh이고, X는 O이고 (Z¹)_n은 6-Me이다.G is C(O)CH ₂ OPh, X is O and (Z ¹ ) _n is 6-Me.

제1-459표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-459 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)CH₂OPh이고, X는 S이고 (Z¹)_n은 7-Me이다.G is C(O)CH ₂ OPh, X is S and (Z ¹ ) _n is 7-Me.

제1-460표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-460 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)CH₂OPh이고, X는 O이고 (Z¹)_n은 7-Me이다.G is C(O)CH ₂ OPh, X is O and (Z ¹ ) _n is 7-Me.

제1-461표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-461 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)CH₂OPh이고, X는 S이고 (Z¹)_n은 5-OMe이다.G is C(O)CH ₂ OPh, X is S and (Z ¹ ) _n is 5-OMe.

제1-462표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-462 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)CH₂OPh이고, X는 O이고 (Z¹)_n은 5-OMe이다.G is C(O)CH ₂ OPh, X is O and (Z ¹ ) _n is 5-OMe.

제1-463표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-463 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)CH₂OPh이고, X는 S이고 (Z¹)_n은 6-OMe이다.G is C(O)CH ₂ OPh, X is S and (Z ¹ ) _n is 6-OMe.

제1-464표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-464 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)CH₂OPh이고, X는 O이고 (Z¹)_n은 6-OMe이다.G is C(O)CH ₂ OPh, X is O and (Z ¹ ) _n is 6-OMe.

제1-465표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-465 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)CH₂OPh이고, X는 S이고 (Z¹)_n은 7-OMe이다.G is C(O)CH ₂ OPh, X is S and (Z ¹ ) _n is 7-OMe.

제1-466표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-466 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 C(O)CH₂OPh이고, X는 O이고 (Z¹)_n은 7-OMe이다.G is C(O)CH ₂ OPh, X is O and (Z ¹ ) _n is 7-OMe.

제1-467표 R¹은 Et이고, R²는 Me이고, W¹은 0이고,Table 1-467 R ¹ is Et, R ² is Me, W ¹ is 0,

제1-468표 R¹은 Et이고, R²는 Me이고, W¹은 0이고,Table 1-468 R ¹ is Et, R ² is Me, W ¹ is 0,

제1-469표 R¹은 Et이고, R²는 Me이고, W¹은 0이고,Table 1-469 R ¹ is Et, R ² is Me, W ¹ is 0,

제1-470표 R¹은 Et이고, R²는 Me이고, W¹은 0이고,Table 1-470, R ¹ is Et, R ² is Me, W ¹ is 0,

제1-471표 R¹은 Et이고, R²는 Me이고, W¹은 0이고,Table 1-471 R ¹ is Et, R ² is Me, W ¹ is 0,

제1-472표 R¹은 Et이고, R²는 Me이고, W¹은 0이고,Table 1-472 R ¹ is Et, R ² is Me, W ¹ is 0,

제1-473표 R¹은 Et이고, R²는 Me이고, W¹은 0이고,Table 1-473 R ¹ is Et, R ² is Me, W ¹ is 0,

제1-474표 R¹은 Et이고, R²는 Me이고, W¹은 0이고,Table 1-474 R ¹ is Et, R ² is Me, W ¹ is 0,

제1-475표 R¹은 Et이고, R²는 Me이고, W¹은 0이고,Table 1-475 R ¹ is Et, R ² is Me, W ¹ is 0,

제1-476표 R¹은 Et이고, R²는 Me이고, W¹은 0이고,Table 1-476 R ¹ is Et, R ² is Me, W ¹ is 0,

제1-477표 R¹은 Et이고, R²는 Me이고, W¹은 0이고,Table 1-477 R ¹ is Et, R ² is Me, W ¹ is 0,

제1-478표 R¹은 Et이고, R²는 Me이고, W¹은 0이고,Table 1-478 R ¹ is Et, R ² is Me, W ¹ is 0,

제1-479표 R¹은 Et이고, R²는 Me이고, W¹은 0이고,Table 1-479 R ¹ is Et, R ² is Me, W ¹ is 0,

제1-480표 R¹은 Et이고, R²는 Me이고, W¹은 0이고,Table 1-480 R ¹ is Et, R ² is Me, W ¹ is 0,

제1-481표 R¹은 Et이고, R²는 Me이고, W¹은 0이고,Table 1-481 R ¹ is Et, R ² is Me, W ¹ is 0,

제1-482표 R¹은 Et이고, R²는 Me이고, W¹은 0이고,Table 1-482 R ¹ is Et, R ² is Me, W ¹ is 0,

제1-483표 R¹은 Et이고, R²는 Me이고, W¹은 0이고,Table 1-483 R ¹ is Et, R ² is Me, W ¹ is 0,

제1-484표 R¹은 Et이고, R²는 Me이고, W¹은 0이고,Table 1-484 R ¹ is Et, R ² is Me, W ¹ is 0,

제1-485표 R¹은 Et이고, R²는 Me이고, W¹은 0이고,Table 1-485 R ¹ is Et, R ² is Me, W ¹ is 0,

제1-486표 R¹은 Et이고, R²는 Me이고, W¹은 0이고,Table 1-486 R ¹ is Et, R ² is Me, W ¹ is 0,

제1-487표 R¹은 Et이고, R²는 Me이고, W¹은 0이고,Table 1-487 R ¹ is Et, R ² is Me, W ¹ is 0,

제1-488표 R¹은 Et이고, R²는 Me이고, W¹은 0이고,Table 1-488 R ¹ is Et, R ² is Me, W ¹ is 0,

제1-489표 R¹은 Et이고, R²는 Me이고, W¹은 0이고,Table 1-489, R ¹ is Et, R ² is Me, W ¹ is 0,

제1-490표 R¹은 Et이고, R²는 Me이고, W¹은 0이고,Table 1-490 R ¹ is Et, R ² is Me, W ¹ is 0,

제1-491표 R¹은 Et이고, R²는 Me이고, W¹은 0이고,Table 1-491 R ¹ is Et, R ² is Me, W ¹ is 0,

제1-492표 R¹은 Et이고, R²는 Me이고, W¹은 0이고,Table 1-492 R ¹ is Et, R ² is Me, W ¹ is 0,

제1-493표 R¹은 Et이고, R²는 Me이고, W¹은 0이고,Table 1-493 R ¹ is Et, R ² is Me, W ¹ is 0,

제1-494표 R¹은 Et이고, R²는 Me이고, W¹은 0이고,Table 1-494 R ¹ is Et, R ² is Me, W ¹ is 0,

제1-495표 R¹은 Et이고, R²는 Me이고, W¹은 0이고,Table 1-495 R ¹ is Et, R ² is Me, W ¹ is 0,

제1-496표 R¹은 Et이고, R²는 Me이고, W¹은 0이고,Table 1-496 R ¹ is Et, R ² is Me, W ¹ is 0,

제1-497표 R¹은 Et이고, R²는 Me이고, W¹은 0이고,Table 1-497 R ¹ is Et, R ² is Me, W ¹ is 0,

제1-498표 R¹은 Et이고, R²는 Me이고, W¹은 0이고,Table 1-498 R ¹ is Et, R ² is Me, W ¹ is 0,

제1-499표 R¹은 Et이고, R²는 Me이고, W¹은 0이고,Table 1-499 R ¹ is Et, R ² is Me, W ¹ is 0,

제1-500표 R¹은 Et이고, R²는 Me이고, W¹은 0이고,Table 1-500 R ¹ is Et, R ² is Me, W ¹ is 0,

제1-501표 R¹은 CH₂CH=CH₂이고, R²는 Me이고, W¹은 0이고,Table 1-501 R ¹ is CH ₂ CH=CH ₂ , R ² is Me, W ¹ is 0,

제1-502표 R¹은 CH₂CH=CH₂이고, R²는 Me이고, W¹은 0이고,Table 1-502 R ¹ is CH ₂ CH=CH ₂ , R ² is Me, W ¹ is 0,

제1-503표 R¹은 CH₂CH=CH₂이고, R²는 Me이고, W¹은 0이고,Table 1-503 R ¹ is CH ₂ CH=CH ₂ , R ² is Me, W ¹ is 0,

제1-504표 R¹은 CH₂CH=CH₂이고, R²는 Me이고, W¹은 0이고,Table 1-504 R ¹ is CH ₂ CH=CH ₂ , R ² is Me, W ¹ is 0,

제1-505표 R¹은 CH₂CH=CH₂이고, R²는 Me이고, W¹은 0이고,Table 1-505 R ¹ is CH ₂ CH=CH ₂ , R ² is Me, W ¹ is 0,

제1-506표 R¹은 CH₂CH=CH₂이고, R²는 Me이고, W¹은 0이고,Table 1-506 R ¹ is CH ₂ CH=CH ₂ , R ² is Me, W ¹ is 0,

제1-507표 R¹은 CH₂CH=CH₂이고, R²는 Me이고, W¹은 0이고,Table 1-507 R ¹ is CH ₂ CH=CH ₂ , R ² is Me, W ¹ is 0,

제1-508표 R¹은 CH₂CH=CH₂이고, R²는 Me이고, W¹은 0이고,Table 1-508 R ¹ is CH ₂ CH=CH ₂ , R ² is Me, W ¹ is 0,

제1-509표 R¹은 CH₂CH=CH₂이고, R²는 Me이고, W¹은 0이고,Table 1-509 R ¹ is CH ₂ CH=CH ₂ , R ² is Me, W ¹ is 0,

제1-510표 R¹은 CH₂CH=CH₂이고, R²는 Me이고, W¹은 0이고,Table 1-510 R ¹ is CH ₂ CH=CH ₂ , R ² is Me, W ¹ is 0,

제1-511표 R¹은 CH₂CH=CH₂이고, R²는 Me이고, W¹은 0이고,Table 1-511 R ¹ is CH ₂ CH=CH ₂ , R ² is Me, W ¹ is 0,

제1-512표 R¹은 CH₂CH=CH₂이고, R²는 Me이고, W¹은 0이고,Table 1-512 R ¹ is CH ₂ CH=CH ₂ , R ² is Me, W ¹ is 0,

제1-513표 R¹은 CH₂CH=CH₂이고, R²는 Me이고, W¹은 0이고,Table 1-513 R ¹ is CH ₂ CH=CH ₂ , R ² is Me, W ¹ is 0,

제1-514표 R¹은 CH₂CH=CH₂이고, R²는 Me이고, W¹은 0이고,Table 1-514 R ¹ is CH ₂ CH=CH ₂ , R ² is Me, W ¹ is 0,

제1-515표 R¹은 CH₂CH=CH₂이고, R²는 Me이고, W¹은 0이고,Table 1-515 R ¹ is CH ₂ CH=CH ₂ , R ² is Me, W ¹ is 0,

제1-516표 R¹은 CH₂CH=CH₂이고, R²는 Me이고, W¹은 0이고,Table 1-516 R ¹ is CH ₂ CH=CH ₂ , R ² is Me, W ¹ is 0,

제1-517표 R¹은 CH₂CH=CH₂이고, R²는 Me이고, W¹은 0이고,Table 1-517 R ¹ is CH ₂ CH=CH ₂ , R ² is Me, W ¹ is 0,

제1-518표 R¹은 CH₂CH=CH₂이고, R²는 Me이고, W¹은 0이고,Table 1-518 R ¹ is CH ₂ CH=CH ₂ , R ² is Me, W ¹ is 0,

제1-519표 R¹은 CH₂CH=CH₂이고, R²는 Me이고, W¹은 0이고,Table 1-519 R ¹ is CH ₂ CH=CH ₂ , R ² is Me, W ¹ is 0,

제1-520표 R¹은 CH₂CH=CH₂이고, R²는 Me이고, W¹은 0이고,Table 1-520 R ¹ is CH ₂ CH=CH ₂ , R ² is Me, W ¹ is 0,

제1-521표 R¹은 CH₂CH=CH₂이고, R²는 Me이고, W¹은 0이고,Table 1-521 R ¹ is CH ₂ CH=CH ₂ , R ² is Me, W ¹ is 0,

제1-522표 R¹은 CH₂CH=CH₂이고, R²는 Me이고, W¹은 0이고,Table 1-522 R ¹ is CH ₂ CH=CH ₂ , R ² is Me, W ¹ is 0,

제1-523표 R¹은 CH₂CH=CH₂이고, R²는 Me이고, W¹은 0이고,Table 1-523 R ¹ is CH ₂ CH=CH ₂ , R ² is Me, W ¹ is 0,

제1-524표 R¹은 CH₂CH=CH₂이고, R²는 Me이고, W¹은 0이고,Table 1-524 R ¹ is CH ₂ CH=CH ₂ , R ² is Me, W ¹ is 0,

제1-525표 R¹은 CH₂CH=CH₂이고, R²는 Me이고, W¹은 0이고,Table 1-525 R ¹ is CH ₂ CH=CH ₂ , R ² is Me, W ¹ is 0,

제1-526표 R¹은 CH₂CH=CH₂이고, R²는 Me이고, W¹은 0이고,Table 1-526 R ¹ is CH ₂ CH=CH ₂ , R ² is Me, W ¹ is 0,

제1-527표 R¹은 CH₂CH=CH₂이고, R²는 Me이고, W¹은 0이고,Table 1-527 R ¹ is CH ₂ CH=CH ₂ , R ² is Me, W ¹ is 0,

제1-528표 R¹은 CH₂CH=CH₂이고, R²는 Me이고, W¹은 0이고,Table 1-528 R ¹ is CH ₂ CH=CH ₂ , R ² is Me, W ¹ is 0,

제1-529표 R¹은 CH₂CH=CH₂이고, R²는 Me이고, W¹은 0이고,Table 1-529 R ¹ is CH ₂ CH=CH ₂ , R ² is Me, W ¹ is 0,

제1-530표 R¹은 CH₂CH=CH₂이고, R²는 Me이고, W¹은 0이고,Table 1-530 R ¹ is CH ₂ CH=CH ₂ , R ² is Me, W ¹ is 0,

제1-531표 R¹은 CH₂CH=CH₂이고, R²는 Me이고, W¹은 0이고,Table 1-531 R ¹ is CH ₂ CH=CH ₂ , R ² is Me, W ¹ is 0,

제1-532표 R¹은 CH₂CH=CH₂이고, R²는 Me이고, W¹은 0이고,Table 1-532 R ¹ is CH ₂ CH=CH ₂ , R ² is Me, W ¹ is 0,

제1-533표 R¹은 CH₂CH=CH₂이고, R²는 Me이고, W¹은 0이고,Table 1-533 R ¹ is CH ₂ CH=CH ₂ , R ² is Me, W ¹ is 0,

제1-534표 R¹은 CH₂CH=CH₂이고, R²는 Me이고, W¹은 0이고,Table 1-534 R ¹ is CH ₂ CH=CH ₂ , R ² is Me, W ¹ is 0,

제1-535표 R¹은 CH₂C≡CH이고, R²는 Me이고, W¹은 0이고,Table 1-535 R ¹ is CH ₂ C≡CH, R ² is Me, W ¹ is 0,

제1-536표 R¹은 CH₂C≡CH이고, R²는 Me이고, W¹은 0이고,Table 1-536 R ¹ is CH ₂ C≡CH, R ² is Me, W ¹ is 0,

제1-537표 R¹은 CH₂C≡CH이고, R²는 Me이고, W¹은 0이고,Table 1-537 R ¹ is CH ₂ C≡CH, R ² is Me, W ¹ is 0,

제1-538표 R¹은 CH₂C≡CH이고, R²는 Me이고, W¹은 0이고,Table 1-538 R ¹ is CH ₂ C≡CH, R ² is Me, W ¹ is 0,

제1-539표 R¹은 CH₂C≡CH이고, R²는 Me이고, W¹은 0이고,Table 1-539 R ¹ is CH ₂ C≡CH, R ² is Me, W ¹ is 0,

제1-540표 R¹은 CH₂C≡CH이고, R²는 Me이고, W¹은 0이고,Table 1-540 R ¹ is CH ₂ C≡CH, R ² is Me, W ¹ is 0,

제1-541표 R¹은 CH₂C≡CH이고, R²는 Me이고, W¹은 0이고,Table 1-541 R ¹ is CH ₂ C≡CH, R ² is Me, W ¹ is 0,

제1-542표 R¹은 CH₂C≡CH이고, R²는 Me이고, W¹은 0이고,Table 1-542 R ¹ is CH ₂ C≡CH, R ² is Me, W ¹ is 0,

제1-543표 R¹은 CH₂C≡CH이고, R²는 Me이고, W¹은 0이고,Table 1-543 R ¹ is CH ₂ C≡CH, R ² is Me, W ¹ is 0,

제1-544표 R¹은 CH₂C≡CH이고, R²는 Me이고, W¹은 0이고,Table 1-544 R ¹ is CH ₂ C≡CH, R ² is Me, W ¹ is 0,

제1-545표 R¹은 CH₂C≡CH이고, R²는 Me이고, W¹은 0이고,Table 1-545 R ¹ is CH ₂ C≡CH, R ² is Me, W ¹ is 0,

제1-546표 R¹은 CH₂C≡CH이고, R²는 Me이고, W¹은 0이고,Table 1-546 R ¹ is CH ₂ C≡CH, R ² is Me, W ¹ is 0,

제1-547표 R¹은 CH₂C≡CH이고, R²는 Me이고, W¹은 0이고,Table 1-547 R ¹ is CH ₂ C≡CH, R ² is Me, W ¹ is 0,

제1-548표 R¹은 CH₂C≡CH이고, R²는 Me이고, W¹은 0이고,Table 1-548 R ¹ is CH ₂ C≡CH, R ² is Me, W ¹ is 0,

제1-549표 R¹은 CH₂C≡CH이고, R²는 Me이고, W¹은 0이고,Table 1-549 R ¹ is CH ₂ C≡CH, R ² is Me, W ¹ is 0,

제1-550표 R¹은 CH₂C≡CH이고, R²는 Me이고, W¹은 0이고,Table 1-550 R ¹ is CH ₂ C≡CH, R ² is Me, W ¹ is 0,

제1-551표 R¹은 CH₂C≡CH이고, R²는 Me이고, W¹은 0이고,Table 1-551 R ¹ is CH ₂ C≡CH, R ² is Me, W ¹ is 0,

제1-552표 R¹은 CH₂C≡CH이고, R²는 Me이고, W¹은 0이고,Table 1-552 R ¹ is CH ₂ C≡CH, R ² is Me, W ¹ is 0,

제1-553표 R¹은 CH₂C≡CH이고, R²는 Me이고, W¹은 0이고,Table 1-553 R ¹ is CH ₂ C≡CH, R ² is Me, W ¹ is 0,

제1-554표 R¹은 CH₂C≡CH이고, R²는 Me이고, W¹은 0이고,Table 1-554 R ¹ is CH ₂ C≡CH, R ² is Me, W ¹ is 0,

제1-555표 R¹은 CH₂C≡CH이고, R²는 Me이고, W¹은 0이고,Table 1-555 R ¹ is CH ₂ C≡CH, R ² is Me, W ¹ is 0,

제1-556표 R¹은 CH₂C≡CH이고, R²는 Me이고, W¹은 0이고,Table 1-556 R ¹ is CH ₂ C≡CH, R ² is Me, W ¹ is 0,

제1-557표 R¹은 CH₂C≡CH이고, R²는 Me이고, W¹은 0이고,Table 1-557 R ¹ is CH ₂ C≡CH, R ² is Me, W ¹ is 0,

제1-558표 R¹은 CH₂C≡CH이고, R²는 Me이고, W¹은 0이고,Table 1-558 R ¹ is CH ₂ C≡CH, R ² is Me, W ¹ is 0,

제1-559표 R¹은 CH₂C≡CH이고, R²는 Me이고, W¹은 0이고,Table 1-559 R ¹ is CH ₂ C≡CH, R ² is Me, W ¹ is 0,

제1-560표 R¹은 CH₂C≡CH이고, R²는 Me이고, W¹은 0이고,Table 1-560 R ¹ is CH ₂ C≡CH, R ² is Me, W ¹ is 0,

제1-561표 R¹은 CH₂C≡CH이고, R²는 Me이고, W¹은 0이고,Table 1-561 R ¹ is CH ₂ C≡CH, R ² is Me, W ¹ is 0,

제1-562표 R¹은 CH₂C≡CH이고, R²는 Me이고, W¹은 0이고,Table 1-562 R ¹ is CH ₂ C≡CH, R ² is Me, W ¹ is 0,

제1-563표 R¹은 CH₂C≡CH이고, R²는 Me이고, W¹은 0이고,Table 1-563 R ¹ is CH ₂ C≡CH, R ² is Me, W ¹ is 0,

제1-564표 R¹은 CH₂C≡CH이고, R²는 Me이고, W¹은 0이고,Table 1-564 R ¹ is CH ₂ C≡CH, R ² is Me, W ¹ is 0,

제1-565표 R¹은 CH₂C≡CH이고, R²는 Me이고, W¹은 0이고,Table 1-565 R ¹ is CH ₂ C≡CH, R ² is Me, W ¹ is 0,

제1-566표 R¹은 CH₂C≡CH이고, R²는 Me이고, W¹은 0이고,Table 1-566 R ¹ is CH ₂ C≡CH, R ² is Me, W ¹ is 0,

제1-567표 R¹은 CH₂C≡CH이고, R²는 Me이고, W¹은 0이고,Table ^{1-567 R 1} is CH ₂ C≡CH, R ² is Me, W ¹ is 0,

제1-568표 R¹은 CH₂C≡CH이고, R²는 Me이고, W¹은 0이고,Table 1-568 R ¹ is CH ₂ C≡CH, R ² is Me, W ¹ is 0,

제1-569표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-569 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 5-OEt이다.G is H, X is S and (Z ¹ ) _n is 5-OEt.

제1-570표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-570 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 5-OEt이다.G is H, X is O and (Z ¹ ) _n is 5-OEt.

제1-571표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-571 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 6-OEt이다.G is H, X is S and (Z ¹ ) _n is 6-OEt.

제1-572표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-572 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 6-OEt이다.G is H, X is O and (Z ¹ ) _n is 6-OEt.

제1-573표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-573 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 7-OEt이다.G is H, X is S and (Z ¹ ) _n is 7-OEt.

제1-574표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-574 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 7-OEt이다.G is H, X is O and (Z ¹ ) _n is 7-OEt.

제1-575표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-575 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 5-OPr-n이다.G is H, X is S and (Z ¹ ) _n is 5-OPr-n.

제1-576표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-576 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 5-OPr-n이다.G is H, X is O and (Z ¹ ) _n is 5-OPr-n.

제1-577표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-577 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 6-OPr-n이다.G is H, X is S and (Z ¹ ) _n is 6-OPr-n.

제1-578표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-578 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 6-OPr-n이다.G is H, X is O and (Z ¹ ) _n is 6-OPr-n.

제1-579표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-579 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 7-OPr-n이다.G is H, X is S and (Z ¹ ) _n is 7-OPr-n.

제1-580표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-580 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 7-OPr-n이다.G is H, X is O and (Z ¹ ) _n is 7-OPr-n.

제1-581표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-581 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 5-OPr-i이다.G is H, X is S and (Z ¹ ) _n is 5-OPr-i.

제1-582표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-582 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 5-OPr-i이다.G is H, X is O and (Z ¹ ) _n is 5-OPr-i.

제1-583표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-583 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 6-OPr-i이다.G is H, X is S and (Z ¹ ) _n is 6-OPr-i.

제1-584표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-584 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 6-OPr-i이다.G is H, X is O and (Z ¹ ) _n is 6-OPr-i.

제1-585표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-585 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 7-OPr-i이다.G is H, X is S and (Z ¹ ) _n is 7-OPr-i.

제1-586표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-586 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 7-OPr-i이다.G is H, X is O and (Z ¹ ) _n is 7-OPr-i.

제1-587표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-587 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 5-OBu-n이다.G is H, X is S and (Z ¹ ) _n is 5-OBu-n.

제1-588표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-588, R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 5-OBu-n이다.G is H, X is O and (Z ¹ ) _n is 5-OBu-n.

제1-589표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-589 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 6-OBu-n이다.G is H, X is S and (Z ¹ ) _n is 6-OBu-n.

제1-590표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-590 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 6-OBu-n이다.G is H, X is O and (Z ¹ ) _n is 6-OBu-n.

제1-591표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-591 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 7-OBu-n이다.G is H, X is S and (Z ¹ ) _n is 7-OBu-n.

제1-592표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-592 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 7-OBu-n이다.G is H, X is O and (Z ¹ ) _n is 7-OBu-n.

제1-593표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-593 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 5-OBu-i이다.G is H, X is S and (Z ¹ ) _n is 5-OBu-i.

제1-594표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-594 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 5-OBu-i이다.G is H, X is O and (Z ¹ ) _n is 5-OBu-i.

제1-595표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-595 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 6-OBu-i이다.G is H, X is S and (Z ¹ ) _n is 6-OBu-i.

제1-596표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-596 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 6-OBu-i이다.G is H, X is O and (Z ¹ ) _n is 6-OBu-i.

제1-597표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-597 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 7-OBu-i이다.G is H, X is S and (Z ¹ ) _n is 7-OBu-i.

제1-598표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-598 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 7-OBu-i이다.G is H, X is O and (Z ¹ ) _n is 7-OBu-i.

제1-599표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-599 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 5-OBu-sec이다.G is H, X is S and (Z ¹ ) _n is 5-OBu-sec.

제1-600표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-600 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 5-OBu-sec이다.G is H, X is O and (Z ¹ ) _n is 5-OBu-sec.

제1-601표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-601 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 6-OBu-sec이다.G is H, X is S and (Z ¹ ) _n is 6-OBu-sec.

제1-602표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-602 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 6-OBu-sec이다.G is H, X is O and (Z ¹ ) _n is 6-OBu-sec.

제1-603표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-603 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 7-OBu-sec이다.G is H, X is S and (Z ¹ ) _n is 7-OBu-sec.

제1-604표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-604 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 7-OBu-sec이다.G is H, X is O and (Z ¹ ) _n is 7-OBu-sec.

제1-605표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-605 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 5-OBu-tert이다.G is H, X is S and (Z ¹ ) _n is 5-OBu-tert.

제1-606표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-606 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 5-OBu-tert이다.G is H, X is O and (Z ¹ ) _n is 5-OBu-tert.

제1-607표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-607 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 6-OBu-tert이다.G is H, X is S and (Z ¹ ) _n is 6-OBu-tert.

제1-608표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-608 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 6-OBu-tert이다.G is H, X is O and (Z ¹ ) _n is 6-OBu-tert.

제1-609표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-609 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 7-OBu-tert이다.G is H, X is S and (Z ¹ ) _n is 7-OBu-tert.

제1-610표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-610 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 7-OBu-tert이다.G is H, X is O and (Z ¹ ) _n is 7-OBu-tert.

제1-611표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-611 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 5-OCH₂CH=CH₂이다.G is H, X is S and (Z ¹ ) _n is 5-OCH ₂ CH=CH ₂ .

제1-612표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-612 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 5-OCH₂CH=CH₂이다.G is H, X is O and (Z ¹ ) _n is 5-OCH ₂ CH=CH ₂ .

제1-613표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-613 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 6-OCH₂CH=CH₂이다.G is H, X is S and (Z ¹ ) _n is 6-OCH ₂ CH=CH ₂ .

제1-614표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-614 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 6-OCH₂CH=CH₂이다.G is H, X is O and (Z ¹ ) _n is 6-OCH ₂ CH=CH ₂ .

제1-615표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-615 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 7-OCH₂CH=CH₂이다.G is H, X is S and (Z ¹ ) _n is 7-OCH ₂ CH=CH ₂ .

제1-616표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-616 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 7-OCH₂CH=CH₂이다.G is H, X is O and (Z ¹ ) _n is 7-OCH ₂ CH=CH ₂ .

제1-617표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-617 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 5-OCH₂C≡CH이다.G is H, X is S and (Z ¹ ) _n is 5-OCH ₂ C≡CH.

제1-618표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-618 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 5-OCH₂C≡CH이다.G is H, X is O and (Z ¹ ) _n is 5-OCH ₂ C≡CH.

제1-619표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-619 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 6-OCH₂C≡CH이다.G is H, X is S and (Z ¹ ) _n is 6-OCH ₂ C≡CH.

제1-620표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-620 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 6-OCH₂C≡CH이다.G is H, X is O and (Z ¹ ) _n is 6-OCH ₂ C≡CH.

제1-621표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-621 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 7-OCH₂C≡CH이다.G is H, X is S and (Z ¹ ) _n is 7-OCH ₂ C≡CH.

제1-622표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-622 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 7-OCH₂C≡CH이다.G is H, X is O and (Z ¹ ) _n is 7-OCH ₂ C≡CH.

제1-623표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-623 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 5-OCHF₂이다.G is H, X is S and (Z ¹ ) _n is 5-OCHF ₂ .

제1-624표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-624 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 5-OCHF₂이다.G is H, X is O and (Z ¹ ) _n is 5-OCHF ₂ .

제1-625표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-625 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 6-OCHF₂이다.G is H, X is S and (Z ¹ ) _n is 6-OCHF ₂ .

제1-626표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-626 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 6-OCHF₂이다.G is H, X is O and (Z ¹ ) _n is 6-OCHF ₂ .

제1-627표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-627 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 7-OCHF₂이다.G is H, X is S and (Z ¹ ) _n is 7-OCHF ₂ .

제1-628표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-628 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 7-OCHF₂이다.G is H, X is O and (Z ¹ ) _n is 7-OCHF ₂ .

제1-629표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-629 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 5-OCF₃이다.G is H, X is S and (Z ¹ ) _n is 5-OCF ₃ .

제1-630표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-630 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 5-OCF₃이다.G is H, X is O and (Z ¹ ) _n is 5-OCF ₃ .

제1-631표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-631 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 6-OCF₃이다.G is H, X is S and (Z ¹ ) _n is 6-OCF ₃ .

제1-632표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-632 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 6-OCF₃이다.G is H, X is O and (Z ¹ ) _n is 6-OCF ₃ .

제1-633표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-633 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 7-OCF₃이다.G is H, X is S and (Z ¹ ) _n is 7-OCF ₃ .

제1-634표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-634 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 7-OCF₃이다.G is H, X is O and (Z ¹ ) _n is 7-OCF ₃ .

제1-635표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-635 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 5-OCH₂CH₂F이다.G is H, X is S and (Z ¹ ) _n is 5-OCH ₂ CH ₂ F.

제1-636표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-636 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 5-OCH₂CH₂F이다.G is H, X is O and (Z ¹ ) _n is 5-OCH ₂ CH ₂ F.

제1-637표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-637 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 6-OCH₂CH₂F이다.G is H, X is S and (Z ¹ ) _n is 6-OCH ₂ CH ₂ F.

제1-638표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-638 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 6-OCH₂CH₂F이다.G is H, X is O and (Z ¹ ) _n is 6-OCH ₂ CH ₂ F.

제1-639표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-639 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 7-OCH₂CH₂F이다.G is H, X is S and (Z ¹ ) _n is 7-OCH ₂ CH ₂ F.

제1-640표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-640 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 7-OCH₂CH₂F이다.G is H, X is O and (Z ¹ ) _n is 7-OCH ₂ CH ₂ F.

제1-641표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-641 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 5-OCH₂CHF₂이다.G is H, X is S and (Z ¹ ) _n is 5-OCH ₂ CHF ₂ .

제1-642표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-642 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 5-OCH₂CHF₂이다.G is H, X is O and (Z ¹ ) _n is 5-OCH ₂ CHF ₂ .

제1-643표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-643 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 6-OCH₂CHF₂이다.G is H, X is S and (Z ¹ ) _n is 6-OCH ₂ CHF ₂ .

제1-644표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-644 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 6-OCH₂CHF₂이다.G is H, X is O and (Z ¹ ) _n is 6-OCH ₂ CHF ₂ .

제1-645표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-645 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 7-OCH₂CHF₂이다.G is H, X is S and (Z ¹ ) _n is 7-OCH ₂ CHF ₂ .

제1-646표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-646 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 7-OCH₂CHF₂이다.G is H, X is O and (Z ¹ ) _n is 7-OCH ₂ CHF ₂ .

제1-647표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-647 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 5-OCH₂CF₃이다.G is H, X is S and (Z ¹ ) _n is 5-OCH ₂ CF ₃ .

제1-648표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-648 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 5-OCH₂CF₃이다.G is H, X is O and (Z ¹ ) _n is 5-OCH ₂ CF ₃ .

제1-649표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-649 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 6-OCH₂CF₃이다.G is H, X is S and (Z ¹ ) _n is 6-OCH ₂ CF ₃ .

제1-650표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-650 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 6-OCH₂CF₃이다.G is H, X is O and (Z ¹ ) _n is 6-OCH ₂ CF ₃ .

제1-651표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-651 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 7-OCH₂CF₃이다.G is H, X is S and (Z ¹ ) _n is 7-OCH ₂ CF ₃ .

제1-652표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-652 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 7-OCH₂CF₃이다.G is H, X is O and (Z ¹ ) _n is 7-OCH ₂ CF ₃ .

제1-653표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-653 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 5-OCH₂CH=C(F)₂이다.G is H, X is S and (Z ¹ ) _n is 5-OCH ₂ CH=C(F) ₂ .

제1-654표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-654 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 5-OCH₂CH=C(F)₂이다.G is H, X is O and (Z ¹ ) _n is 5-OCH ₂ CH=C(F) ₂ .

제1-655표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-655 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 6-OCH₂CH=C(F)₂이다.G is H, X is S and (Z ¹ ) _n is 6-OCH ₂ CH=C(F) ₂ .

제1-656표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-656 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 6-OCH₂CH=C(F)₂이다.G is H, X is O and (Z ¹ ) _n is 6-OCH ₂ CH=C(F) ₂ .

제1-657표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-657 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 7-OCH₂CH=C(F)₂이다.G is H, X is S and (Z ¹ ) _n is 7-OCH ₂ CH=C(F) ₂ .

제1-658표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-658 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 7-OCH₂CH=C(F)₂이다.G is H, X is O and (Z ¹ ) _n is 7-OCH ₂ CH=C(F) ₂ .

제1-659표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-659 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 5-OCH₂CH=C(Cl)₂이다.G is H, X is S and (Z ¹ ) _n is 5-OCH ₂ CH=C(Cl) ₂ .

제1-660표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-660 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 5-OCH₂CH=C(Cl)₂이다.G is H, X is O and (Z ¹ ) _n is 5-OCH ₂ CH=C(Cl) ₂ .

제1-661표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-661 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 6-OCH₂CH=C(Cl)₂이다.G is H, X is S and (Z ¹ ) _n is 6-OCH ₂ CH=C(Cl) ₂ .

제1-662표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-662 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 6-OCH₂CH=C(Cl)₂이다.G is H, X is O and (Z ¹ ) _n is 6-OCH ₂ CH=C(Cl) ₂ .

제1-663표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-663 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 7-OCH₂CH=C(Cl)₂이다.G is H, X is S and (Z ¹ ) _n is 7-OCH ₂ CH=C(Cl) ₂ .

제1-664표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-664 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 7-OCH₂CH=C(Cl)₂이다.G is H, X is O and (Z ¹ ) _n is 7-OCH ₂ CH=C(Cl) ₂ .

제1-665표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-665 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 5-OCH₂C≡CCl이다.G is H, X is S and (Z ¹ ) _n is 5-OCH ₂ C≡CCl.

제1-666표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-666 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 5-OCH₂C≡CCl이다.G is H, X is O and (Z ¹ ) _n is 5-OCH ₂ C≡CCl.

제1-667표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-667 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 6-OCH₂C≡CCl이다.G is H, X is S and (Z ¹ ) _n is 6-OCH ₂ C≡CCl.

제1-668표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-668 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 6-OCH₂C≡CCl이다.G is H, X is O and (Z ¹ ) _n is 6-OCH ₂ C≡CCl.

제1-669표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-669 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 7-OCH₂C≡CCl이다.G is H, X is S and (Z ¹ ) _n is 7-OCH ₂ C≡CCl.

제1-670표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-670 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 7-OCH₂C≡CCl이다.G is H, X is O and (Z ¹ ) _n is 7-OCH ₂ C≡CCl.

제1-671표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-671 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 5-OCH₂C≡CBr이다.G is H, X is S and (Z ¹ ) _n is 5-OCH ₂ C≡CBr.

제1-672표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-672 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 5-OCH₂C≡CBr이다.G is H, X is O and (Z ¹ ) _n is 5-OCH ₂ C≡CBr.

제1-673표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-673 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 6-OCH₂C≡CBr이다.G is H, X is S and (Z ¹ ) _n is 6-OCH ₂ C≡CBr.

제1-674표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-674 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 6-OCH₂C≡CBr이다.G is H, X is O and (Z ¹ ) _n is 6-OCH ₂ C≡CBr.

제1-675표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-675 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 7-OCH₂C≡CBr이다.G is H, X is S and (Z ¹ ) _n is 7-OCH ₂ C≡CBr.

제1-676표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-676 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 7-OCH₂C≡CBr이다.G is H, X is O and (Z ¹ ) _n is 7-OCH ₂ C≡CBr.

제1-677표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-677 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 5-OCH₂(T-1-1)이다.G is H, X is S and (Z ¹ ) _n is 5-OCH ₂ (T-1-1).

제1-678표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-678 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 5-OCH₂(T-1-1)이다.G is H, X is O and (Z ¹ ) _n is 5-OCH ₂ (T-1-1).

제1-679표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-679, R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 6-OCH₂(T-1-1)이다.G is H, X is S and (Z ¹ ) _n is 6-OCH ₂ (T-1-1).

제1-680표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-680 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 6-OCH₂(T-1-1)이다.G is H, X is O and (Z ¹ ) _n is 6-OCH ₂ (T-1-1).

제1-681표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-681 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 7-OCH₂(T-1-1)이다.G is H, X is S and (Z ¹ ) _n is 7-OCH ₂ (T-1-1).

제1-682표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-682 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 7-OCH₂(T-1-1)이다.G is H, X is O and (Z ¹ ) _n is 7-OCH ₂ (T-1-1).

제1-683표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-683 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 5-OCH₂(U-1a)이다.G is H, X is S and (Z ¹ ) _n is 5-OCH ₂ (U-1a).

제1-684표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-684 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 5-OCH₂(U-1a)이다.G is H, X is O and (Z ¹ ) _n is 5-OCH ₂ (U-1a).

제1-685표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-685 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 6-OCH₂(U-1a)이다.G is H, X is S and (Z ¹ ) _n is 6-OCH ₂ (U-1a).

제1-686표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-686 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 6-OCH₂(U-1a)이다.G is H, X is O and (Z ¹ ) _n is 6-OCH ₂ (U-1a).

제1-687표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-687 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 7-OCH₂(U-1a)이다.G is H, X is S and (Z ¹ ) _n is 7-OCH ₂ (U-1a).

제1-688표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-688, R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 7-OCH₂(U-1a)이다.G is H, X is O and (Z ¹ ) _n is 7-OCH ₂ (U-1a).

제1-689표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-689, R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 5-OCH₂CH₂OMe이다.G is H, X is S and (Z ¹ ) _n is 5-OCH ₂ CH ₂ OMe.

제1-690표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-690 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 5-OCH₂CH₂OMe이다.G is H, X is O and (Z ¹ ) _n is 5-OCH ₂ CH ₂ OMe.

제1-691표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-691 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 6-OCH₂CH₂OMe이다.G is H, X is S and (Z ¹ ) _n is 6-OCH ₂ CH ₂ OMe.

제1-692표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-692 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 6-OCH₂CH₂OMe이다.G is H, X is O and (Z ¹ ) _n is 6-OCH ₂ CH ₂ OMe.

제1-693표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-693 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 7-OCH₂CH₂OMe이다.G is H, X is S and (Z ¹ ) _n is 7-OCH ₂ CH ₂ OMe.

제1-694표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-694 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 7-OCH₂CH₂OMe이다.G is H, X is O and (Z ¹ ) _n is 7-OCH ₂ CH ₂ OMe.

제1-695표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-695 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 5-OCH₂CH₂SMe이다.G is H, X is S and (Z ¹ ) _n is 5-OCH ₂ CH ₂ SMe.

제1-696표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-696 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 5-OCH₂CH₂SMe이다.G is H, X is O and (Z ¹ ) _n is 5-OCH ₂ CH ₂ SMe.

제1-697표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-697 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 6-OCH₂CH₂SMe이다.G is H, X is S and (Z ¹ ) _n is 6-OCH ₂ CH ₂ SMe.

제1-698표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-698 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 6-OCH₂CH₂SMe이다.G is H, X is O and (Z ¹ ) _n is 6-OCH ₂ CH ₂ SMe.

제1-699표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-699 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 7-OCH₂CH₂SMe이다.G is H, X is S and (Z ¹ ) _n is 7-OCH ₂ CH ₂ SMe.

제1-700표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-700 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 7-OCH₂CH₂SMe이다.G is H, X is O and (Z ¹ ) _n is 7-OCH ₂ CH ₂ SMe.

제1-701표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-701 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 5-OCH₂CH₂S(O)Me이다.G is H, X is S and (Z ¹ ) _n is 5-OCH ₂ CH ₂ S(O)Me.

제1-702표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-702 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 5-OCH₂CH₂S(O)Me이다.G is H, X is O and (Z ¹ ) _n is 5-OCH ₂ CH ₂ S(O)Me.

제1-703표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-703 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 6-OCH₂CH₂S(O)Me이다.G is H, X is S and (Z ¹ ) _n is 6-OCH ₂ CH ₂ S(O)Me.

제1-704표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-704 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 6-OCH₂CH₂S(O)Me이다.G is H, X is O and (Z ¹ ) _n is 6-OCH ₂ CH ₂ S(O)Me.

제1-705표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-705 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 7-OCH₂CH₂S(O)Me이다.G is H, X is S and (Z ¹ ) _n is 7-OCH ₂ CH ₂ S(O)Me.

제1-706표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-706 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 7-OCH₂CH₂S(O)Me이다.G is H, X is O and (Z ¹ ) _n is 7-OCH ₂ CH ₂ S(O)Me.

제1-707표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-707, R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 5-OCH₂CH₂S(O)₂Me이다.G is H, X is S and (Z ¹ ) _n is 5-OCH ₂ CH ₂ S(O) ₂ Me.

제1-708표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-708 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 5-OCH₂CH₂S(O)₂Me이다.G is H, X is O and (Z ¹ ) _n is 5-OCH ₂ CH ₂ S(O) ₂ Me.

제1-709표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-709 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 6-OCH₂CH₂S(O)₂Me이다.G is H, X is S and (Z ¹ ) _n is 6-OCH ₂ CH ₂ S(O) ₂ Me.

제1-710표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-710 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 6-OCH₂CH₂S(O)₂Me이다.G is H, X is O and (Z ¹ ) _n is 6-OCH ₂ CH ₂ S(O) ₂ Me.

제1-711표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-711 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 7-OCH₂CH₂S(O)₂Me이다.G is H, X is S and (Z ¹ ) _n is 7-OCH ₂ CH ₂ S(O) ₂ Me.

제1-712표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-712 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 7-OCH₂CH₂S(O)₂Me이다.G is H, X is O and (Z ¹ ) _n is 7-OCH ₂ CH ₂ S(O) ₂ Me.

제1-713표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-713 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 5-NO₂이다.G is H, X is S and (Z ¹ ) _n is 5-NO ₂ .

제1-714표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-714 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 5-NO₂이다.G is H, X is O and (Z ¹ ) _n is 5-NO ₂ .

제1-715표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-715 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 6-NO₂이다.G is H, X is S and (Z ¹ ) _n is 6-NO ₂ .

제1-716표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-716 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 6-NO₂이다.G is H, X is O and (Z ¹ ) _n is 6-NO ₂ .

제1-717표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-717 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 7-NO₂이다.G is H, X is S and (Z ¹ ) _n is 7-NO ₂ .

제1-718표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-718 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 7-NO₂이다.G is H, X is O and (Z ¹ ) _n is 7-NO ₂ .

제1-719표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-719 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 5-NH₂이다.G is H, X is S and (Z ¹ ) _n is 5-NH ₂ .

제1-720표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-720 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 5-NH₂이다.G is H, X is O and (Z ¹ ) _n is 5-NH ₂ .

제1-721표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-721 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 6-NH₂이다.G is H, X is S and (Z ¹ ) _n is 6-NH ₂ .

제1-722표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-722 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 6-NH₂이다.G is H, X is O and (Z ¹ ) _n is 6-NH ₂ .

제1-723표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-723 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 7-NH₂이다.G is H, X is S and (Z ¹ ) _n is 7-NH ₂ .

제1-724표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-724 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 7-NH₂이다.G is H, X is O and (Z ¹ ) _n is 7-NH ₂ .

제1-725표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-725 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 5-C(O)OH이다.G is H, X is S and (Z ¹ ) _n is 5-C(O)OH.

제1-726표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-726 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 5-C(O)OH이다.G is H, X is O and (Z ¹ ) _n is 5-C(O)OH.

제1-727표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-727 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 6-C(O)OH이다.G is H, X is S and (Z ¹ ) _n is 6-C(O)OH.

제1-728표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-728 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 6-C(O)OH이다.G is H, X is O and (Z ¹ ) _n is 6-C(O)OH.

제1-729표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-729 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 7-C(O)OH이다.G is H, X is S and (Z ¹ ) _n is 7-C(O)OH.

제1-730표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-730 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 7-C(O)OH이다.G is H, X is O and (Z ¹ ) _n is 7-C(O)OH.

제1-731표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-731 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 5-C(O)OMe이다.G is H, X is S and (Z ¹ ) _n is 5-C(O)OMe.

제1-732표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-732 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 5-C(O)OMe이다.G is H, X is O and (Z ¹ ) _n is 5-C(O)OMe.

제1-733표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-733 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 6-C(O)OMe이다.G is H, X is S and (Z ¹ ) _n is 6-C(O)OMe.

제1-734표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-734 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 6-C(O)OMe이다.G is H, X is O and (Z ¹ ) _n is 6-C(O)OMe.

제1-735표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-735 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 7-C(O)OMe이다.G is H, X is S and (Z ¹ ) _n is 7-C(O)OMe.

제1-736표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-736 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 7-C(O)OMe이다.G is H, X is O and (Z ¹ ) _n is 7-C(O)OMe.

제1-737표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-737, R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 5-C(O)OEt이다.G is H, X is S and (Z ¹ ) _n is 5-C(O)OEt.

제1-738표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-738 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 5-C(O)OEt이다.G is H, X is O and (Z ¹ ) _n is 5-C(O)OEt.

제1-739표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-739 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 6-C(O)OEt이다.G is H, X is S and (Z ¹ ) _n is 6-C(O)OEt.

제1-740표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-740 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 6-C(O)OEt이다.G is H, X is O and (Z ¹ ) _n is 6-C(O)OEt.

제1-741표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-741 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 7-C(O)OEt이다.G is H, X is S and (Z ¹ ) _n is 7-C(O)OEt.

제1-742표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-742 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 7-C(O)OEt이다.G is H, X is O and (Z ¹ ) _n is 7-C(O)OEt.

제1-743표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-743 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 5-CF₃이다.G is H, X is S and (Z ¹ ) _n is 5-CF ₃ .

제1-744표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-744 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 5-CF₃이다.G is H, X is O and (Z ¹ ) _n is 5-CF ₃ .

제1-745표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-745 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 6-CF₃이다.G is H, X is S and (Z ¹ ) _n is 6-CF ₃ .

제1-746표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-746 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 6-CF₃이다.G is H, X is O and (Z ¹ ) _n is 6-CF ₃ .

제1-747표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-747 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 7-CF₃이다.G is H, X is S and (Z ¹ ) _n is 7-CF ₃ .

제1-748표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-748 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 7-CF₃이다.G is H, X is O and (Z ¹ ) _n is 7-CF ₃ .

제1-749표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-749 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 5-(T-1-5)이다.G is H, X is S and (Z ¹ ) _n is 5-(T-1-5).

제1-750표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-750 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 5-(T-1-5)이다.G is H, X is O and (Z ¹ ) _n is 5-(T-1-5).

제1-751표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-751 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 6-(T-1-5)이다.G is H, X is S and (Z ¹ ) _n is 6-(T-1-5).

제1-752표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-752 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 6-(T-1-5)이다.G is H, X is O and (Z ¹ ) _n is 6-(T-1-5).

제1-753표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-753 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 7-(T-1-5)이다.G is H, X is S and (Z ¹ ) _n is 7-(T-1-5).

제1-754표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-754 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 7-(T-1-5)이다.G is H, X is O and (Z ¹ ) _n is 7-(T-1-5).

제1-755표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-755 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 5-Pr-c이다.G is H, X is S and (Z ¹ ) _n is 5-Pr-c.

제1-756표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-756 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 5-Pr-c이다.G is H, X is O and (Z ¹ ) _n is 5-Pr-c.

제1-757표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-757 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 6-Pr-c이다.G is H, X is S and (Z ¹ ) _n is 6-Pr-c.

제1-758표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-758 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 6-Pr-c이다.G is H, X is O and (Z ¹ ) _n is 6-Pr-c.

제1-759표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-759 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 7-Pr-c이다.G is H, X is S and (Z ¹ ) _n is 7-Pr-c.

제1-760표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-760 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 7-Pr-c이다.G is H, X is O and (Z ¹ ) _n is 7-Pr-c.

제1-761표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-761 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 5-CN이다.G is H, X is S and (Z ¹ ) _n is 5-CN.

제1-762표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-762 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 5-CN이다.G is H, X is O and (Z ¹ ) _n is 5-CN.

제1-763표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-763 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 6-CN이다.G is H, X is S and (Z ¹ ) _n is 6-CN.

제1-764표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-764 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 6-CN이다.G is H, X is O and (Z ¹ ) _n is 6-CN.

제1-765표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-765 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 7-CN이다.G is H, X is S and (Z ¹ ) _n is 7-CN.

제1-766표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-766 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 7-CN이다.G is H, X is O and (Z ¹ ) _n is 7-CN.

제1-767표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-767 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 5-CH₂OMe이다.G is H, X is S and (Z ¹ ) _n is 5-CH ₂ OMe.

제1-768표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-768 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 5-CH₂OMe이다.G is H, X is O and (Z ¹ ) _n is 5-CH ₂ OMe.

제1-769표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-769 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 6-CH₂OMe이다.G is H, X is S and (Z ¹ ) _n is 6-CH ₂ OMe.

제1-770표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-770 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 6-CH₂OMe이다.G is H, X is O and (Z ¹ ) _n is 6-CH ₂ OMe.

제1-771표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-771 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 7-CH₂OMe이다.G is H, X is S and (Z ¹ ) _n is 7-CH ₂ OMe.

제1-772표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-772 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 7-CH₂OMe이다.G is H, X is O and (Z ¹ ) _n is 7-CH ₂ OMe.

제1-773표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-773 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 5-CH₂OCH₂CF₃이다.G is H, X is S and (Z ¹ ) _n is 5-CH ₂ OCH ₂ CF ₃ .

제1-774표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-774 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 5-CH₂OCH₂CF₃이다.G is H, X is O and (Z ¹ ) _n is 5-CH ₂ OCH ₂ CF ₃ .

제1-775표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-775 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 6-CH₂OCH₂CF₃이다.G is H, X is S and (Z ¹ ) _n is 6-CH ₂ OCH ₂ CF ₃ .

제1-776표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-776 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 6-CH₂OCH₂CF₃이다.G is H, X is O and (Z ¹ ) _n is 6-CH ₂ OCH ₂ CF ₃ .

제1-777표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-777 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 7-CH₂OCH₂CF₃이다.G is H, X is S and (Z ¹ ) _n is 7-CH ₂ OCH ₂ CF ₃ .

제1-778표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-778 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 7-CH₂OCH₂CF₃이다.G is H, X is O and (Z ¹ ) _n is 7-CH ₂ OCH ₂ CF ₃ .

제1-779표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-779 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 5-CH₂SMe이다.G is H, X is S and (Z ¹ ) _n is 5-CH ₂ SMe.

제1-780표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-780 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 5-CH₂SMe이다.G is H, X is O and (Z ¹ ) _n is 5-CH ₂ SMe.

제1-781표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-781 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 6-CH₂SMe이다.G is H, X is S and (Z ¹ ) _n is 6-CH ₂ SMe.

제1-782표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-782 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 6-CH₂SMe이다.G is H, X is O and (Z ¹ ) _n is 6-CH ₂ SMe.

제1-783표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-783 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 7-CH₂SMe이다.G is H, X is S and (Z ¹ ) _n is 7-CH ₂ SMe.

제1-784표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-784 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 7-CH₂SMe이다.G is H, X is O and (Z ¹ ) _n is 7-CH ₂ SMe.

제1-785표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-785 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 5-CH₂S(O)Me이다.G is H, X is S and (Z ¹ ) _n is 5-CH ₂ S(O)Me.

제1-786표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-786 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 5-CH₂S(O)Me이다.G is H, X is O and (Z ¹ ) _n is 5-CH ₂ S(O)Me.

제1-787표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-787, R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 6-CH₂S(O)Me이다.G is H, X is S and (Z ¹ ) _n is 6-CH ₂ S(O)Me.

제1-788표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-788 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 6-CH₂S(O)Me이다.G is H, X is O and (Z ¹ ) _n is 6-CH ₂ S(O)Me.

제1-789표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-789 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 7-CH₂S(O)Me이다.G is H, X is S and (Z ¹ ) _n is 7-CH ₂ S(O)Me.

제1-790표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-790 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 7-CH₂S(O)Me이다.G is H, X is O and (Z ¹ ) _n is 7-CH ₂ S(O)Me.

제1-791표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-791 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 5-CH₂S(O)₂Me이다.G is H, X is S and (Z ¹ ) _n is 5-CH ₂ S(O) ₂ Me.

제1-792표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-792 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 5-CH₂S(O)₂Me이다.G is H, X is O and (Z ¹ ) _n is 5-CH ₂ S(O) ₂ Me.

제1-793표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-793 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 6-CH₂S(O)₂Me이다.G is H, X is S and (Z ¹ ) _n is 6-CH ₂ S(O) ₂ Me.

제1-794표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-794 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 6-CH₂S(O)₂Me이다.G is H, X is O and (Z ¹ ) _n is 6-CH ₂ S(O) ₂ Me.

제1-795표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-795 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 7-CH₂S(O)₂Me이다.G is H, X is S and (Z ¹ ) _n is 7-CH ₂ S(O) ₂ Me.

제1-796표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-796 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 7-CH₂S(O)₂Me이다.G is H, X is O and (Z ¹ ) _n is 7-CH ₂ S(O) ₂ Me.

제1-797표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-797 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 5-SMe이다.G is H, X is S and (Z ¹ ) _n is 5-SMe.

제1-798표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-798 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 5-SMe이다.G is H, X is O and (Z ¹ ) _n is 5-SMe.

제1-799표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-799, R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 6-SMe이다.G is H, X is S and (Z ¹ ) _n is 6-SMe.

제1-800표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-800 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 6-SMe이다.G is H, X is O and (Z ¹ ) _n is 6-SMe.

제1-801표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-801 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 7-SMe이다.G is H, X is S and (Z ¹ ) _n is 7-SMe.

제1-802표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-802 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 7-SMe이다.G is H, X is O and (Z ¹ ) _n is 7-SMe.

제1-803표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-803 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 5-SEt이다.G is H, X is S and (Z ¹ ) _n is 5-SEt.

제1-804표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-804 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 5-SEt이다.G is H, X is O and (Z ¹ ) _n is 5-SEt.

제1-805표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-805 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 6-SEt이다.G is H, X is S and (Z ¹ ) _n is 6-SEt.

제1-806표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-806 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 6-SEt이다.G is H, X is O and (Z ¹ ) _n is 6-SEt.

제1-807표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-807 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 7-SEt이다.G is H, X is S and (Z ¹ ) _n is 7-SEt.

제1-808표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-808, R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 7-SEt이다.G is H, X is O and (Z ¹ ) _n is 7-SEt.

제1-809표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-809 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 5-SPr-n이다.G is H, X is S and (Z ¹ ) _n is 5-SPr-n.

제1-810표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-810 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 5-SPr-n이다.G is H, X is O and (Z ¹ ) _n is 5-SPr-n.

제1-811표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-811 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 6-SPr-n이다.G is H, X is S and (Z ¹ ) _n is 6-SPr-n.

제1-812표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-812 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 6-SPr-n이다.G is H, X is O and (Z ¹ ) _n is 6-SPr-n.

제1-813표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-813 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 7-SPr-n이다.G is H, X is S and (Z ¹ ) _n is 7-SPr-n.

제1-814표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-814 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 7-SPr-n이다.G is H, X is O and (Z ¹ ) _n is 7-SPr-n.

제1-815표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-815 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 5-SPr-i이다.G is H, X is S and (Z ¹ ) _n is 5-SPr-i.

제1-816표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-816 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 5-SPr-i이다.G is H, X is O and (Z ¹ ) _n is 5-SPr-i.

제1-817표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-817 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 6-SPr-i이다.G is H, X is S and (Z ¹ ) _n is 6-SPr-i.

제1-818표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-818 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 6-SPr-i이다.G is H, X is O and (Z ¹ ) _n is 6-SPr-i.

제1-819표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-819 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 7-SPr-i이다.G is H, X is S and (Z ¹ ) _n is 7-SPr-i.

제1-820표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-820 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 7-SPr-i이다.G is H, X is O and (Z ¹ ) _n is 7-SPr-i.

제1-821표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-821 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 5-SBu-n이다.G is H, X is S and (Z ¹ ) _n is 5-SBu-n.

제1-822표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-822 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 5-SBu-n이다.G is H, X is O and (Z ¹ ) _n is 5-SBu-n.

제1-823표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-823 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 6-SBu-n이다.G is H, X is S and (Z ¹ ) _n is 6-SBu-n.

제1-824표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-824 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 6-SBu-n이다.G is H, X is O and (Z ¹ ) _n is 6-SBu-n.

제1-825표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-825 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 7-SBu-n이다.G is H, X is S and (Z ¹ ) _n is 7-SBu-n.

제1-826표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-826 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 7-SBu-n이다.G is H, X is O and (Z ¹ ) _n is 7-SBu-n.

제1-827표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-827 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 5-SBu-i이다.G is H, X is S and (Z ¹ ) _n is 5-SBu-i.

제1-828표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-828 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 5-SBu-i이다.G is H, X is O and (Z ¹ ) _n is 5-SBu-i.

제1-829표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-829 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 6-SBu-i이다.G is H, X is S and (Z ¹ ) _n is 6-SBu-i.

제1-830표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-830 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 6-SBu-i이다.G is H, X is O and (Z ¹ ) _n is 6-SBu-i.

제1-831표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-831 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 7-SBu-i이다.G is H, X is S and (Z ¹ ) _n is 7-SBu-i.

제1-832표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-832 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 7-SBu-i이다.G is H, X is O and (Z ¹ ) _n is 7-SBu-i.

제1-833표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-833 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 5-SBu-sec이다.G is H, X is S and (Z ¹ ) _n is 5-SBu-sec.

제1-834표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-834 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 5-SBu-sec이다.G is H, X is O and (Z ¹ ) _n is 5-SBu-sec.

제1-835표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-835 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 6-SBu-sec이다.G is H, X is S and (Z ¹ ) _n is 6-SBu-sec.

제1-836표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-836 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 6-SBu-sec이다.G is H, X is O and (Z ¹ ) _n is 6-SBu-sec.

제1-837표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-837 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 7-SBu-sec이다.G is H, X is S and (Z ¹ ) _n is 7-SBu-sec.

제1-838표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-838 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 7-SBu-sec이다.G is H, X is O and (Z ¹ ) _n is 7-SBu-sec.

제1-839표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-839 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 5-SBu-tert이다.G is H, X is S and (Z ¹ ) _n is 5-SBu-tert.

제1-840표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-840 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 5-SBu-tert이다.G is H, X is O and (Z ¹ ) _n is 5-SBu-tert.

제1-841표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-841 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 6-SBu-tert이다.G is H, X is S and (Z ¹ ) _n is 6-SBu-tert.

제1-842표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-842 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 6-SBu-tert이다.G is H, X is O and (Z ¹ ) _n is 6-SBu-tert.

제1-843표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-843 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 7-SBu-tert이다.G is H, X is S and (Z ¹ ) _n is 7-SBu-tert.

제1-844표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-844 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 7-SBu-tert이다.G is H, X is O and (Z ¹ ) _n is 7-SBu-tert.

제1-845표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-845 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 5-SCH₂CH=CH₂이다.G is H, X is S and (Z ¹ ) _n is 5-SCH ₂ CH=CH ₂ .

제1-846표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-846 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 5-SCH₂CH=CH₂이다.G is H, X is O and (Z ¹ ) _n is 5-SCH ₂ CH=CH ₂ .

제1-847표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-847 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 6-SCH₂CH=CH₂이다.G is H, X is S and (Z ¹ ) _n is 6-SCH ₂ CH=CH ₂ .

제1-848표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-848 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 6-SCH₂CH=CH₂이다.G is H, X is O and (Z ¹ ) _n is 6-SCH ₂ CH=CH ₂ .

제1-849표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-849 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 7-SCH₂CH=CH₂이다.G is H, X is S and (Z ¹ ) _n is 7-SCH ₂ CH=CH ₂ .

제1-850표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-850 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 7-SCH₂CH=CH₂이다.G is H, X is O and (Z ¹ ) _n is 7-SCH ₂ CH=CH ₂ .

제1-851표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-851 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 5-SCH₂C≡CH이다.G is H, X is S and (Z ¹ ) _n is 5-SCH ₂ C≡CH.

제1-852표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-852 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 5-SCH₂C≡CH이다.G is H, X is O and (Z ¹ ) _n is 5-SCH ₂ C≡CH.

제1-853표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-853 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 6-SCH₂C≡CH이다.G is H, X is S and (Z ¹ ) _n is 6-SCH ₂ C≡CH.

제1-854표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-854 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 6-SCH₂C≡CH이다.G is H, X is O and (Z ¹ ) _n is 6-SCH ₂ C≡CH.

제1-855표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-855 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 7-SCH₂C≡CH이다.G is H, X is S and (Z ¹ ) _n is 7-SCH ₂ C≡CH.

제1-856표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-856 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 7-SCH₂C≡CH이다.G is H, X is O and (Z ¹ ) _n is 7-SCH ₂ C≡CH.

제1-857표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-857 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 5-SCHF₂이다.G is H, X is S and (Z ¹ ) _n is 5-SCHF ₂ .

제1-858표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-858 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 5-SCHF₂이다.G is H, X is O and (Z ¹ ) _n is 5-SCHF ₂ .

제1-859표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-859 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 6-SCHF₂이다.G is H, X is S and (Z ¹ ) _n is 6-SCHF ₂ .

제1-860표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-860 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 6-SCHF₂이다.G is H, X is O and (Z ¹ ) _n is 6-SCHF ₂ .

제1-861표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-861 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 7-SCHF₂이다.G is H, X is S and (Z ¹ ) _n is 7-SCHF ₂ .

제1-862표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-862 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 7-SCHF₂이다.G is H, X is O and (Z ¹ ) _n is 7-SCHF ₂ .

제1-863표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-863 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 5-SCF₃이다.G is H, X is S and (Z ¹ ) _n is 5-SCF ₃ .

제1-864표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-864 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 5-SCF₃이다.G is H, X is O and (Z ¹ ) _n is 5-SCF ₃ .

제1-865표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-865 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 6-SCF₃이다.G is H, X is S and (Z ¹ ) _n is 6-SCF ₃ .

제1-866표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-866 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 6-SCF₃이다.G is H, X is O and (Z ¹ ) _n is 6-SCF ₃ .

제1-867표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-867 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 7-SCF₃이다.G is H, X is S and (Z ¹ ) _n is 7-SCF ₃ .

제1-868표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-868 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 7-SCF₃이다.G is H, X is O and (Z ¹ ) _n is 7-SCF ₃ .

제1-869표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-869, R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 5-SCH₂CH₂F이다.G is H, X is S and (Z ¹ ) _n is 5-SCH ₂ CH ₂ F.

제1-870표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-870 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 5-SCH₂CH₂F이다.G is H, X is O and (Z ¹ ) _n is 5-SCH ₂ CH ₂ F.

제1-871표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-871 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 6-SCH₂CH₂F이다.G is H, X is S and (Z ¹ ) _n is 6-SCH ₂ CH ₂ F.

제1-872표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-872 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 6-SCH₂CH₂F이다.G is H, X is O and (Z ¹ ) _n is 6-SCH ₂ CH ₂ F.

제1-873표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-873 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 7-SCH₂CH₂F이다.G is H, X is S and (Z ¹ ) _n is 7-SCH ₂ CH ₂ F.

제1-874표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-874 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 7-SCH₂CH₂F이다.G is H, X is O and (Z ¹ ) _n is 7-SCH ₂ CH ₂ F.

제1-875표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-875 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 5-SCH₂CHF₂이다.G is H, X is S and (Z ¹ ) _n is 5-SCH ₂ CHF ₂ .

제1-876표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-876 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 5-SCH₂CHF₂이다.G is H, X is O and (Z ¹ ) _n is 5-SCH ₂ CHF ₂ .

제1-877표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-877 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 6-SCH₂CHF₂이다.G is H, X is S and (Z ¹ ) _n is 6-SCH ₂ CHF ₂ .

제1-878표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-878 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 6-SCH₂CHF₂이다.G is H, X is O and (Z ¹ ) _n is 6-SCH ₂ CHF ₂ .

제1-879표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-879 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 7-SCH₂CHF₂이다.G is H, X is S and (Z ¹ ) _n is 7-SCH ₂ CHF ₂ .

제1-880표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-880 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 7-SCH₂CHF₂이다.G is H, X is O and (Z ¹ ) _n is 7-SCH ₂ CHF ₂ .

제1-881표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-881 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 5-SCH₂CF₃이다.G is H, X is S and (Z ¹ ) _n is 5-SCH ₂ CF ₃ .

제1-882표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-882 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 5-SCH₂CF₃이다.G is H, X is O and (Z ¹ ) _n is 5-SCH ₂ CF ₃ .

제1-883표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-883 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 6-SCH₂CF₃이다.G is H, X is S and (Z ¹ ) _n is 6-SCH ₂ CF ₃ .

제1-884표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-884 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 6-SCH₂CF₃이다.G is H, X is O and (Z ¹ ) _n is 6-SCH ₂ CF ₃ .

제1-885표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-885 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 7-SCH₂CF₃이다.G is H, X is S and (Z ¹ ) _n is 7-SCH ₂ CF ₃ .

제1-886표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-886 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 7-SCH₂CF₃이다.G is H, X is O and (Z ¹ ) _n is 7-SCH ₂ CF ₃ .

제1-887표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-887 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 5-SCH₂CH=C(F)₂이다.G is H, X is S and (Z ¹ ) _n is 5-SCH ₂ CH=C(F) ₂ .

제1-888표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-888 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 5-SCH₂CH=C(F)₂이다.G is H, X is O and (Z ¹ ) _n is 5-SCH ₂ CH=C(F) ₂ .

제1-889표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-889 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 6-SCH₂CH=C(F)₂이다.G is H, X is S and (Z ¹ ) _n is 6-SCH ₂ CH=C(F) ₂ .

제1-890표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-890 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 6-SCH₂CH=C(F)₂이다.G is H, X is O and (Z ¹ ) _n is 6-SCH ₂ CH=C(F) ₂ .

제1-891표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-891 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 7-SCH₂CH=C(F)₂이다.G is H, X is S and (Z ¹ ) _n is 7-SCH ₂ CH=C(F) ₂ .

제1-892표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-892 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 7-SCH₂CH=C(F)₂이다.G is H, X is O and (Z ¹ ) _n is 7-SCH ₂ CH=C(F) ₂ .

제1-893표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-893 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 5-SCH₂CH=C(Cl)₂이다.G is H, X is S and (Z ¹ ) _n is 5-SCH ₂ CH=C(Cl) ₂ .

제1-894표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-894 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 5-SCH₂CH=C(Cl)₂이다.G is H, X is O and (Z ¹ ) _n is 5-SCH ₂ CH=C(Cl) ₂ .

제1-895표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-895 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 6-SCH₂CH=C(Cl)₂이다.G is H, X is S and (Z ¹ ) _n is 6-SCH ₂ CH=C(Cl) ₂ .

제1-896표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-896 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 6-SCH₂CH=C(Cl)₂이다.G is H, X is O and (Z ¹ ) _n is 6-SCH ₂ CH=C(Cl) ₂ .

제1-897표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-897, R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 7-SCH₂CH=C(Cl)₂이다.G is H, X is S and (Z ¹ ) _n is 7-SCH ₂ CH=C(Cl) ₂ .

제1-898표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-898 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 7-SCH₂CH=C(Cl)₂이다.G is H, X is O and (Z ¹ ) _n is 7-SCH ₂ CH=C(Cl) ₂ .

제1-899표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-899 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 5-SCH₂C≡CCl이다.G is H, X is S and (Z ¹ ) _n is 5-SCH ₂ C≡CCl.

제1-900표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-900 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 5-SCH₂C≡CCl이다.G is H, X is O and (Z ¹ ) _n is 5-SCH ₂ C≡CCl.

제1-901표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-901 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 6-SCH₂C≡CCl이다.G is H, X is S and (Z ¹ ) _n is 6-SCH ₂ C≡CCl.

제1-902표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-902, R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 6-SCH₂C≡CCl이다.G is H, X is O and (Z ¹ ) _n is 6-SCH ₂ C≡CCl.

제1-903표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-903 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 7-SCH₂C≡CCl이다.G is H, X is S and (Z ¹ ) _n is 7-SCH ₂ C≡CCl.

제1-904표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-904 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 7-SCH₂C≡CCl이다.G is H, X is O and (Z ¹ ) _n is 7-SCH ₂ C≡CCl.

제1-905표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-905 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 5-SCH₂C≡CBr이다.G is H, X is S and (Z ¹ ) _n is 5-SCH ₂ C≡CBr.

제1-906표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-906 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 5-SCH₂C≡CBr이다.G is H, X is O and (Z ¹ ) _n is 5-SCH ₂ C≡CBr.

제1-907표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-907 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 6-SCH₂C≡CBr이다.G is H, X is S and (Z ¹ ) _n is 6-SCH ₂ C≡CBr.

제1-908표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-908 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 6-SCH₂C≡CBr이다.G is H, X is O and (Z ¹ ) _n is 6-SCH ₂ C≡CBr.

제1-909표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-909 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 7-SCH₂C≡CBr이다.G is H, X is S and (Z ¹ ) _n is 7-SCH ₂ C≡CBr.

제1-910표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-910 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 7-SCH₂C≡CBr이다.G is H, X is O and (Z ¹ ) _n is 7-SCH ₂ C≡CBr.

제1-911표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-911 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 5-SCH₂(T-1-1)이다.G is H, X is S and (Z ¹ ) _n is 5-SCH ₂ (T-1-1).

제1-912표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-912 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 5-SCH₂(T-1-1)이다.G is H, X is O and (Z ¹ ) _n is 5-SCH ₂ (T-1-1).

제1-913표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-913 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 6-SCH₂(T-1-1)이다.G is H, X is S and (Z ¹ ) _n is 6-SCH ₂ (T-1-1).

제1-914표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-914 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 6-SCH₂(T-1-1)이다.G is H, X is O and (Z ¹ ) _n is 6-SCH ₂ (T-1-1).

제1-915표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-915 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 7-SCH₂(T-1-1)이다.G is H, X is S and (Z ¹ ) _n is 7-SCH ₂ (T-1-1).

제1-916표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-916 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 7-SCH₂(T-1-1)이다.G is H, X is O and (Z ¹ ) _n is 7-SCH ₂ (T-1-1).

제1-917표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-917 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 5-SCH₂(U-1a)이다.G is H, X is S and (Z ¹ ) _n is 5-SCH ₂ (U-1a).

제1-918표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-918 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 5-SCH₂(U-1a)이다.G is H, X is O and (Z ¹ ) _n is 5-SCH ₂ (U-1a).

제1-919표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-919 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 6-SCH₂(U-1a)이다.G is H, X is S and (Z ¹ ) _n is 6-SCH ₂ (U-1a).

제1-920표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-920 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 6-SCH₂(U-1a)이다.G is H, X is O and (Z ¹ ) _n is 6-SCH ₂ (U-1a).

제1-921표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-921 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 7-SCH₂(U-1a)이다.G is H, X is S and (Z ¹ ) _n is 7-SCH ₂ (U-1a).

제1-922표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-922 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 7-SCH₂(U-1a)이다.G is H, X is O and (Z ¹ ) _n is 7-SCH ₂ (U-1a).

제1-923표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-923 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 5-SCH₂CH₂OMe이다.G is H, X is S and (Z ¹ ) _n is 5-SCH ₂ CH ₂ OMe.

제1-924표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-924 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 5-SCH₂CH₂OMe이다.G is H, X is O and (Z ¹ ) _n is 5-SCH ₂ CH ₂ OMe.

제1-925표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-925 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 6-SCH₂CH₂OMe이다.G is H, X is S and (Z ¹ ) _n is 6-SCH ₂ CH ₂ OMe.

제1-926표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-926 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 6-SCH₂CH₂OMe이다.G is H, X is O and (Z ¹ ) _n is 6-SCH ₂ CH ₂ OMe.

제1-927표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-927 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 7-SCH₂CH₂OMe이다.G is H, X is S and (Z ¹ ) _n is 7-SCH ₂ CH ₂ OMe.

제1-928표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-928 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 7-SCH₂CH₂OMe이다.G is H, X is O and (Z ¹ ) _n is 7-SCH ₂ CH ₂ OMe.

제1-929표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-929 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 5-SCH₂CH₂SMe이다.G is H, X is S and (Z ¹ ) _n is 5-SCH ₂ CH ₂ SMe.

제1-930표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-930 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 5-SCH₂CH₂SMe이다.G is H, X is O and (Z ¹ ) _n is 5-SCH ₂ CH ₂ SMe.

제1-931표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-931 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 6-SCH₂CH₂SMe이다.G is H, X is S and (Z ¹ ) _n is 6-SCH ₂ CH ₂ SMe.

제1-932표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-932 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 6-SCH₂CH₂SMe이다.G is H, X is O and (Z ¹ ) _n is 6-SCH ₂ CH ₂ SMe.

제1-933표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-933 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 7-SCH₂CH₂SMe이다.G is H, X is S and (Z ¹ ) _n is 7-SCH ₂ CH ₂ SMe.

제1-934표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-934 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 7-SCH₂CH₂SMe이다.G is H, X is O and (Z ¹ ) _n is 7-SCH ₂ CH ₂ SMe.

제1-935표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-935 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 5-SCH₂CH₂S(O)Me이다.G is H, X is S and (Z ¹ ) _n is 5-SCH ₂ CH ₂ S(O)Me.

제1-936표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-936 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 5-SCH₂CH₂S(O)Me이다.G is H, X is O and (Z ¹ ) _n is 5-SCH ₂ CH ₂ S(O)Me.

제1-937표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-937 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 6-SCH₂CH₂S(O)Me이다.G is H, X is S and (Z ¹ ) _n is 6-SCH ₂ CH ₂ S(O)Me.

제1-938표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-938 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 6-SCH₂CH₂S(O)Me이다.G is H, X is O and (Z ¹ ) _n is 6-SCH ₂ CH ₂ S(O)Me.

제1-939표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-939 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 7-SCH₂CH₂S(O)Me이다.G is H, X is S and (Z ¹ ) _n is 7-SCH ₂ CH ₂ S(O)Me.

제1-940표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-940 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 7-SCH₂CH₂S(O)Me이다.G is H, X is O and (Z ¹ ) _n is 7-SCH ₂ CH ₂ S(O)Me.

제1-941표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-941 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 5-SCH₂CH₂S(O)₂Me이다.G is H, X is S and (Z ¹ ) _n is 5-SCH ₂ CH ₂ S(O) ₂ Me.

제1-942표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-942 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 5-SCH₂CH₂S(O)₂Me이다.G is H, X is O and (Z ¹ ) _n is 5-SCH ₂ CH ₂ S(O) ₂ Me.

제1-943표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-943 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 6-SCH₂CH₂S(O)₂Me이다.G is H, X is S and (Z ¹ ) _n is 6-SCH ₂ CH ₂ S(O) ₂ Me.

제1-944표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-944 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 6-SCH₂CH₂S(O)₂Me이다.G is H, X is O and (Z ¹ ) _n is 6-SCH ₂ CH ₂ S(O) ₂ Me.

제1-945표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-945 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 7-SCH₂CH₂S(O)₂Me이다.G is H, X is S and (Z ¹ ) _n is 7-SCH ₂ CH ₂ S(O) ₂ Me.

제1-946표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-946 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 7-SCH₂CH₂S(O)₂Me이다.G is H, X is O and (Z ¹ ) _n is 7-SCH ₂ CH ₂ S(O) ₂ Me.

제1-947표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-947 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 5-S(O)Me이다.G is H, X is S and (Z ¹ ) _n is 5-S(O)Me.

제1-948표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-948 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 5-S(O)Me이다.G is H, X is O and (Z ¹ ) _n is 5-S(O)Me.

제1-949표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-949 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 6-S(O)Me이다.G is H, X is S and (Z ¹ ) _n is 6-S(O)Me.

제1-950표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-950 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 6-S(O)Me이다.G is H, X is O and (Z ¹ ) _n is 6-S(O)Me.

제1-951표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-951 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 7-S(O)Me이다.G is H, X is S and (Z ¹ ) _n is 7-S(O)Me.

제1-952표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-952 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 7-S(O)Me이다.G is H, X is O and (Z ¹ ) _n is 7-S(O)Me.

제1-953표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-953 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 5-S(O)Et이다.G is H, X is S and (Z ¹ ) _n is 5-S(O)Et.

제1-954표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-954 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 5-S(O)Et이다.G is H, X is O and (Z ¹ ) _n is 5-S(O)Et.

제1-955표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-955 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 6-S(O)Et이다.G is H, X is S and (Z ¹ ) _n is 6-S(O)Et.

제1-956표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-956 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 6-S(O)Et이다.G is H, X is O and (Z ¹ ) _n is 6-S(O)Et.

제1-957표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-957 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 7-S(O)Et이다.G is H, X is S and (Z ¹ ) _n is 7-S(O)Et.

제1-958표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-958 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 7-S(O)Et이다.G is H, X is O and (Z ¹ ) _n is 7-S(O)Et.

제1-959표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-959, R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 5-S(O)Pr-n이다.G is H, X is S and (Z ¹ ) _n is 5-S(O)Pr-n.

제1-960표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-960 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 5-S(O)Pr-n이다.G is H, X is O and (Z ¹ ) _n is 5-S(O)Pr-n.

제1-961표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-961 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 6-S(O)Pr-n이다.G is H, X is S and (Z ¹ ) _n is 6-S(O)Pr-n.

제1-962표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-962 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 6-S(O)Pr-n이다.G is H, X is O and (Z ¹ ) _n is 6-S(O)Pr-n.

제1-963표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-963 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 7-S(O)Pr-n이다.G is H, X is S and (Z ¹ ) _n is 7-S(O)Pr-n.

제1-964표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-964 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 7-S(O)Pr-n이다.G is H, X is O and (Z ¹ ) _n is 7-S(O)Pr-n.

제1-965표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-965 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 5-S(O)Pr-i이다.G is H, X is S and (Z ¹ ) _n is 5-S(O)Pr-i.

제1-966표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-966 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 5-S(O)Pr-i이다.G is H, X is O and (Z ¹ ) _n is 5-S(O)Pr-i.

제1-967표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-967 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 6-S(O)Pr-i이다.G is H, X is S and (Z ¹ ) _n is 6-S(O)Pr-i.

제1-968표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-968 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 6-S(O)Pr-i이다.G is H, X is O and (Z ¹ ) _n is 6-S(O)Pr-i.

제1-969표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-969 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 7-S(O)Pr-i이다.G is H, X is S and (Z ¹ ) _n is 7-S(O)Pr-i.

제1-970표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-970 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 7-S(O)Pr-i이다.G is H, X is O and (Z ¹ ) _n is 7-S(O)Pr-i.

제1-971표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-971 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 5-S(O)Bu-n이다.G is H, X is S and (Z ¹ ) _n is 5-S(O)Bu-n.

제1-972표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-972 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 5-S(O)Bu-n이다.G is H, X is O and (Z ¹ ) _n is 5-S(O)Bu-n.

제1-973표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-973 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 6-S(O)Bu-n이다.G is H, X is S and (Z ¹ ) _n is 6-S(O)Bu-n.

제1-974표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-974 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 6-S(O)Bu-n이다.G is H, X is O and (Z ¹ ) _n is 6-S(O)Bu-n.

제1-975표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-975 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 7-S(O)Bu-n이다.G is H, X is S and (Z ¹ ) _n is 7-S(O)Bu-n.

제1-976표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-976 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 7-S(O)Bu-n이다.G is H, X is O and (Z ¹ ) _n is 7-S(O)Bu-n.

제1-977표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-977 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 5-S(O)Bu-i이다.G is H, X is S and (Z ¹ ) _n is 5-S(O)Bu-i.

제1-978표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-978 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 5-S(O)Bu-i이다.G is H, X is O and (Z ¹ ) _n is 5-S(O)Bu-i.

제1-979표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-979 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 6-S(O)Bu-i이다.G is H, X is S and (Z ¹ ) _n is 6-S(O)Bu-i.

제1-980표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-980 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 6-S(O)Bu-i이다.G is H, X is O and (Z ¹ ) _n is 6-S(O)Bu-i.

제1-981표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-981 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 7-S(O)Bu-i이다.G is H, X is S and (Z ¹ ) _n is 7-S(O)Bu-i.

제1-982표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-982 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 7-S(O)Bu-i이다.G is H, X is O and (Z ¹ ) _n is 7-S(O)Bu-i.

제1-983표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-983 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 5-S(O)Bu-sec이다.G is H, X is S and (Z ¹ ) _n is 5-S(O)Bu-sec.

제1-984표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-984 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 5-S(O)Bu-sec이다.G is H, X is O and (Z ¹ ) _n is 5-S(O)Bu-sec.

제1-985표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-985 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 6-S(O)Bu-sec이다.G is H, X is S and (Z ¹ ) _n is 6-S(O)Bu-sec.

제1-986표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-986 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 6-S(O)Bu-sec이다.G is H, X is O and (Z ¹ ) _n is 6-S(O)Bu-sec.

제1-987표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-987 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 7-S(O)Bu-sec이다.G is H, X is S and (Z ¹ ) _n is 7-S(O)Bu-sec.

제1-988표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-988 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 7-S(O)Bu-sec이다.G is H, X is O and (Z ¹ ) _n is 7-S(O)Bu-sec.

제1-989표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-989 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 5-S(O)Bu-tert이다.G is H, X is S and (Z ¹ ) _n is 5-S(O)Bu-tert.

제1-990표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-990 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 5-S(O)Bu-tert이다.G is H, X is O and (Z ¹ ) _n is 5-S(O)Bu-tert.

제1-991표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-991 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 6-S(O)Bu-tert이다.G is H, X is S and (Z ¹ ) _n is 6-S(O)Bu-tert.

제1-992표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-992 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 6-S(O)Bu-tert이다.G is H, X is O and (Z ¹ ) _n is 6-S(O)Bu-tert.

제1-993표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-993 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 7-S(O)Bu-tert이다.G is H, X is S and (Z ¹ ) _n is 7-S(O)Bu-tert.

제1-994표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-994 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 7-S(O)Bu-tert이다.G is H, X is O and (Z ¹ ) _n is 7-S(O)Bu-tert.

제1-995표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-995 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 5-S(O)CH₂CH=CH₂이다.G is H, X is S and (Z ¹ ) _n is 5-S(O)CH ₂ CH=CH ₂ .

제1-996표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-996 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 5-S(O)CH₂CH=CH₂이다.G is H, X is O and (Z ¹ ) _n is 5-S(O)CH ₂ CH=CH ₂ .

제1-997표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-997 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 6-S(O)CH₂CH=CH₂이다.G is H, X is S and (Z ¹ ) _n is 6-S(O)CH ₂ CH=CH ₂ .

제1-998표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-998 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 6-S(O)CH₂CH=CH₂이다.G is H, X is O and (Z ¹ ) _n is 6-S(O)CH ₂ CH=CH ₂ .

제1-999표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-999 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 7-S(O)CH₂CH=CH₂이다.G is H, X is S and (Z ¹ ) _n is 7-S(O)CH ₂ CH=CH ₂ .

제1-1000표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1000 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 7-S(O)CH₂CH=CH₂이다.G is H, X is O and (Z ¹ ) _n is 7-S(O)CH ₂ CH=CH ₂ .

제1-1001표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-001 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 5-S(O)CH₂C≡CH이다.G is H, X is S and (Z ¹ ) _n is 5-S(O)CH ₂ C≡CH.

제1-1002표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-002 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 5-S(O)CH₂C≡CH이다.G is H, X is O and (Z ¹ ) _n is 5-S(O)CH ₂ C≡CH.

제1-1003표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-003 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 6-S(O)CH₂C≡CH이다.G is H, X is S and (Z ¹ ) _n is 6-S(O)CH ₂ C≡CH.

제1-1004표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-004 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 6-S(O)CH₂C≡CH이다.G is H, X is O and (Z ¹ ) _n is 6-S(O)CH ₂ C≡CH.

제1-1005표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-005 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 7-S(O)CH₂C≡CH이다.G is H, X is S and (Z ¹ ) _n is 7-S(O)CH ₂ C≡CH.

제1-1006표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1006 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 7-S(O)CH₂C≡CH이다.G is H, X is O and (Z ¹ ) _n is 7-S(O)CH ₂ C≡CH.

제1-1007표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-007 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 5-S(O)CHF₂이다.G is H, X is S and (Z ¹ ) _n is 5-S(O)CHF ₂ .

제1-1008표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1008 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 5-S(O)CHF₂이다.G is H, X is O and (Z ¹ ) _n is 5-S(O)CHF ₂ .

제1-1009표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1009 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 6-S(O)CHF₂이다.G is H, X is S and (Z ¹ ) _n is 6-S(O)CHF ₂ .

제1-1010표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1010 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 6-S(O)CHF₂이다.G is H, X is O and (Z ¹ ) _n is 6-S(O)CHF ₂ .

제1-1011표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1011 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 7-S(O)CHF₂이다.G is H, X is S and (Z ¹ ) _n is 7-S(O)CHF ₂ .

제1-1012표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1012 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 7-S(O)CHF₂이다.G is H, X is O and (Z ¹ ) _n is 7-S(O)CHF ₂ .

제1-1013표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1013 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 5-S(O)CF₃이다.G is H, X is S and (Z ¹ ) _n is 5-S(O)CF ₃ .

제1-1014표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1014 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 5-S(O)CF₃이다.G is H, X is O and (Z ¹ ) _n is 5-S(O)CF ₃ .

제1-1015표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1015 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 6-S(O)CF₃이다.G is H, X is S and (Z ¹ ) _n is 6-S(O)CF ₃ .

제1-1016표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1016 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 6-S(O)CF₃이다.G is H, X is O and (Z ¹ ) _n is 6-S(O)CF ₃ .

제1-1017표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1017 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 7-S(O)CF₃이다.G is H, X is S and (Z ¹ ) _n is 7-S(O)CF ₃ .

제1-1018표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1018 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 7-S(O)CF₃이다.G is H, X is O and (Z ¹ ) _n is 7-S(O)CF ₃ .

제1-1019표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1019 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 5-S(O)CH₂CH₂F이다.G is H, X is S and (Z ¹ ) _n is 5-S(O)CH ₂ CH ₂ F.

제1-1020표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1020 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 5-S(O)CH₂CH₂F이다.G is H, X is O and (Z ¹ ) _n is 5-S(O)CH ₂ CH ₂ F.

제1-1021표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1021 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 6-S(O)CH₂CH₂F이다.G is H, X is S and (Z ¹ ) _n is 6-S(O)CH ₂ CH ₂ F.

제1-1022표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1022 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 6-S(O)CH₂CH₂F이다.G is H, X is O and (Z ¹ ) _n is 6-S(O)CH ₂ CH ₂ F.

제1-1023표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1023 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 7-S(O)CH₂CH₂F이다.G is H, X is S and (Z ¹ ) _n is 7-S(O)CH ₂ CH ₂ F.

제1-1024표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1024 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 7-S(O)CH₂CH₂F이다.G is H, X is O and (Z ¹ ) _n is 7-S(O)CH ₂ CH ₂ F.

제1-1025표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1025 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 5-S(O)CH₂CHF₂이다.G is H, X is S and (Z ¹ ) _n is 5-S(O)CH ₂ CHF ₂ .

제1-1026표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1026 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 5-S(O)CH₂CHF₂이다.G is H, X is O and (Z ¹ ) _n is 5-S(O)CH ₂ CHF ₂ .

제1-1027표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1027 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 6-S(O)CH₂CHF₂이다.G is H, X is S and (Z ¹ ) _n is 6-S(O)CH ₂ CHF ₂ .

제1-1028표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1028 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 6-S(O)CH₂CHF₂이다.G is H, X is O and (Z ¹ ) _n is 6-S(O)CH ₂ CHF ₂ .

제1-1029표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1029 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 7-S(O)CH₂CHF₂이다.G is H, X is S and (Z ¹ ) _n is 7-S(O)CH ₂ CHF ₂ .

제1-1030표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1030 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 7-S(O)CH₂CHF₂이다.G is H, X is O and (Z ¹ ) _n is 7-S(O)CH ₂ CHF ₂ .

제1-1031표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1031 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 5-S(O)CH₂CF₃이다.G is H, X is S and (Z ¹ ) _n is 5-S(O)CH ₂ CF ₃ .

제1-1032표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1032 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 5-S(O)CH₂CF₃이다.G is H, X is O and (Z ¹ ) _n is 5-S(O)CH ₂ CF ₃ .

제1-1033표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1033 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 6-S(O)CH₂CF₃이다.G is H, X is S and (Z ¹ ) _n is 6-S(O)CH ₂ CF ₃ .

제1-1034표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1034 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 6-S(O)CH₂CF₃이다.G is H, X is O and (Z ¹ ) _n is 6-S(O)CH ₂ CF ₃ .

제1-1035표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1035 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 7-S(O)CH₂CF₃이다.G is H, X is S and (Z ¹ ) _n is 7-S(O)CH ₂ CF ₃ .

제1-1036표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1036 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 7-S(O)CH₂CF₃이다.G is H, X is O and (Z ¹ ) _n is 7-S(O)CH ₂ CF ₃ .

제1-1037표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1037 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 5-S(O)CH₂CH=C(F)₂이다.G is H, X is S and (Z ¹ ) _n is 5-S(O)CH ₂ CH=C(F) ₂ .

제1-1038표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1038 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 5-S(O)CH₂CH=C(F)₂이다.G is H, X is O and (Z ¹ ) _n is 5-S(O)CH ₂ CH=C(F) ₂ .

제1-1039표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 10-1039 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 6-S(O)CH₂CH=C(F)₂이다.G is H, X is S and (Z ¹ ) _n is 6-S(O)CH ₂ CH=C(F) ₂ .

제1-1040표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1040 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 6-S(O)CH₂CH=C(F)₂이다.G is H, X is O and (Z ¹ ) _n is 6-S(O)CH ₂ CH=C(F) ₂ .

제1-1041표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1041 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 7-S(O)CH₂CH=C(F)₂이다.G is H, X is S and (Z ¹ ) _n is 7-S(O)CH ₂ CH=C(F) ₂ .

제1-1042표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1042 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 7-S(O)CH₂CH=C(F)₂이다.G is H, X is O and (Z ¹ ) _n is 7-S(O)CH ₂ CH=C(F) ₂ .

제1-1043표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1043 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 5-S(O)CH₂CH=C(Cl)₂이다.G is H, X is S and (Z ¹ ) _n is 5-S(O)CH ₂ CH=C(Cl) ₂ .

제1-1044표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1044 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 5-S(O)CH₂CH=C(Cl)₂이다.G is H, X is O and (Z ¹ ) _n is 5-S(O)CH ₂ CH=C(Cl) ₂ .

제1-1045표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1045 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 6-S(O)CH₂CH=C(Cl)₂이다.G is H, X is S and (Z ¹ ) _n is 6-S(O)CH ₂ CH=C(Cl) ₂ .

제1-1046표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1046 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 6-S(O)CH₂CH=C(Cl)₂이다.G is H, X is O and (Z ¹ ) _n is 6-S(O)CH ₂ CH=C(Cl) ₂ .

제1-1047표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1047 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 7-S(O)CH₂CH=C(Cl)₂이다.G is H, X is S and (Z ¹ ) _n is 7-S(O)CH ₂ CH=C(Cl) ₂ .

제1-1048표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1048 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 7-S(O)CH₂CH=C(Cl)₂이다.G is H, X is O and (Z ¹ ) _n is 7-S(O)CH ₂ CH=C(Cl) ₂ .

제1-1049표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1049 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 5-S(O)CH₂C≡CCl이다.G is H, X is S and (Z ¹ ) _n is 5-S(O)CH ₂ C≡CCl.

제1-1050표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1050 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 5-S(O)CH₂C≡CCl이다.G is H, X is O and (Z ¹ ) _n is 5-S(O)CH ₂ C≡CCl.

제1-1051표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1051 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 6-S(O)CH₂C≡CCl이다.G is H, X is S and (Z ¹ ) _n is 6-S(O)CH ₂ C≡CCl.

제1-1052표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1052 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 6-S(O)CH₂C≡CCl이다.G is H, X is O and (Z ¹ ) _n is 6-S(O)CH ₂ C≡CCl.

제1-1053표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1053 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 7-S(O)CH₂C≡CCl이다.G is H, X is S and (Z ¹ ) _n is 7-S(O)CH ₂ C≡CCl.

제1-1054표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1054 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 7-S(O)CH₂C≡CCl이다.G is H, X is O and (Z ¹ ) _n is 7-S(O)CH ₂ C≡CCl.

제1-1055표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1055 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 5-S(O)CH₂C≡CBr이다.G is H, X is S and (Z ¹ ) _n is 5-S(O)CH ₂ C≡CBr.

제1-1056표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1056 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 5-S(O)CH₂C≡CBr이다.G is H, X is O and (Z ¹ ) _n is 5-S(O)CH ₂ C≡CBr.

제1-1057표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1057 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 6-S(O)CH₂C≡CBr이다.G is H, X is S and (Z ¹ ) _n is 6-S(O)CH ₂ C≡CBr.

제1-1058표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1058 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 6-S(O)CH₂C≡CBr이다.G is H, X is O and (Z ¹ ) _n is 6-S(O)CH ₂ C≡CBr.

제1-1059표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1059 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 7-S(O)CH₂C≡CBr이다.G is H, X is S and (Z ¹ ) _n is 7-S(O)CH ₂ C≡CBr.

제1-1060표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1060 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 7-S(O)CH₂C≡CBr이다.G is H, X is O and (Z ¹ ) _n is 7-S(O)CH ₂ C≡CBr.

제1-1061표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1061 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 5-S(O)CH₂(T-1-1)이다.G is H, X is S and (Z ¹ ) _n is 5-S(O)CH ₂ (T-1-1).

제1-1062표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1062 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 5-S(O)CH₂(T-1-1)이다.G is H, X is O and (Z ¹ ) _n is 5-S(O)CH ₂ (T-1-1).

제1-1063표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1063 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 6-S(O)CH₂(T-1-1)이다.G is H, X is S and (Z ¹ ) _n is 6-S(O)CH ₂ (T-1-1).

제1-1064표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1064 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 6-S(O)CH₂(T-1-1)이다.G is H, X is O and (Z ¹ ) _n is 6-S(O)CH ₂ (T-1-1).

제1-1065표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1065 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 7-S(O)CH₂(T-1-1)이다.G is H, X is S and (Z ¹ ) _n is 7-S(O)CH ₂ (T-1-1).

제1-1066표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1066 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 7-S(O)CH₂(T-1-1)이다.G is H, X is O and (Z ¹ ) _n is 7-S(O)CH ₂ (T-1-1).

제1-1067표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1067 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 5-S(O)CH₂(U-1a)이다.G is H, X is S and (Z ¹ ) _n is 5-S(O)CH ₂ (U-1a).

제1-1068표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1068 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 5-S(O)CH₂(U-1a)이다.G is H, X is O and (Z ¹ ) _n is 5-S(O)CH ₂ (U-1a).

제1-1069표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1069 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 6-S(O)CH₂(U-1a)이다.G is H, X is S and (Z ¹ ) _n is 6-S(O)CH ₂ (U-1a).

제1-1070표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1070 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 6-S(O)CH₂(U-1a)이다.G is H, X is O and (Z ¹ ) _n is 6-S(O)CH ₂ (U-1a).

제1-1071표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1071 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 7-S(O)CH₂(U-1a)이다.G is H, X is S and (Z ¹ ) _n is 7-S(O)CH ₂ (U-1a).

제1-1072표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1072 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 7-S(O)CH₂(U-1a)이다.G is H, X is O and (Z ¹ ) _n is 7-S(O)CH ₂ (U-1a).

제1-1073표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1073 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 5-S(O)CH₂CH₂OMe이다.G is H, X is S and (Z ¹ ) _n is 5-S(O)CH ₂ CH ₂ OMe.

제1-1074표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1074 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 5-S(O)CH₂CH₂OMe이다.G is H, X is O and (Z ¹ ) _n is 5-S(O)CH ₂ CH ₂ OMe.

제1-1075표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1075 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 6-S(O)CH₂CH₂OMe이다.G is H, X is S and (Z ¹ ) _n is 6-S(O)CH ₂ CH ₂ OMe.

제1-1076표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1076 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 6-S(O)CH₂CH₂OMe이다.G is H, X is O and (Z ¹ ) _n is 6-S(O)CH ₂ CH ₂ OMe.

제1-1077표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1077 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 7-S(O)CH₂CH₂OMe이다.G is H, X is S and (Z ¹ ) _n is 7-S(O)CH ₂ CH ₂ OMe.

제1-1078표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1078 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 7-S(O)CH₂CH₂OMe이다.G is H, X is O and (Z ¹ ) _n is 7-S(O)CH ₂ CH ₂ OMe.

제1-1079표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1079 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 5-S(O)CH₂CH₂SMe이다.G is H, X is S and (Z ¹ ) _n is 5-S(O)CH ₂ CH ₂ SMe.

제1-1080표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1080 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 5-S(O)CH₂CH₂SMe이다.G is H, X is O and (Z ¹ ) _n is 5-S(O)CH ₂ CH ₂ SMe.

제1-1081표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1081 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 6-S(O)CH₂CH₂SMe이다.G is H, X is S and (Z ¹ ) _n is 6-S(O)CH ₂ CH ₂ SMe.

제1-1082표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1082 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 6-S(O)CH₂CH₂SMe이다.G is H, X is O and (Z ¹ ) _n is 6-S(O)CH ₂ CH ₂ SMe.

제1-1083표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1083 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 7-S(O)CH₂CH₂SMe이다.G is H, X is S and (Z ¹ ) _n is 7-S(O)CH ₂ CH ₂ SMe.

제1-1084표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1084 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 7-S(O)CH₂CH₂SMe이다.G is H, X is O and (Z ¹ ) _n is 7-S(O)CH ₂ CH ₂ SMe.

제1-1085표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1085 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 5-S(O)CH₂CH₂S(O)Me이다.G is H, X is S and (Z ¹ ) _n is 5-S(O)CH ₂ CH ₂ S(O)Me.

제1-1086표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1086 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 5-S(O)CH₂CH₂S(O)Me이다.G is H, X is O and (Z ¹ ) _n is 5-S(O)CH ₂ CH ₂ S(O)Me.

제1-1087표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1087 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 6-S(O)CH₂CH₂S(O)Me이다.G is H, X is S and (Z ¹ ) _n is 6-S(O)CH ₂ CH ₂ S(O)Me.

제1-1088표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1088 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 6-S(O)CH₂CH₂S(O)Me이다.G is H, X is O and (Z ¹ ) _n is 6-S(O)CH ₂ CH ₂ S(O)Me.

제1-1089표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1089 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 7-S(O)CH₂CH₂S(O)Me이다.G is H, X is S and (Z ¹ ) _n is 7-S(O)CH ₂ CH ₂ S(O)Me.

제1-1090표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1090 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 7-S(O)CH₂CH₂S(O)Me이다.G is H, X is O and (Z ¹ ) _n is 7-S(O)CH ₂ CH ₂ S(O)Me.

제1-1091표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1091 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 5-S(O)CH₂CH₂S(O)₂Me이다.G is H, X is S and (Z ¹ ) _n is 5-S(O)CH ₂ CH ₂ S(O) ₂ Me.

제1-1092표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1092 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 5-S(O)CH₂CH₂S(O)₂Me이다.G is H, X is O and (Z ¹ ) _n is 5-S(O)CH ₂ CH ₂ S(O) ₂ Me.

제1-1093표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1093 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 6-S(O)CH₂CH₂S(O)₂Me이다.G is H, X is S and (Z ¹ ) _n is 6-S(O)CH ₂ CH ₂ S(O) ₂ Me.

제1-1094표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1094 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 6-S(O)CH₂CH₂S(O)₂Me이다.G is H, X is O and (Z ¹ ) _n is 6-S(O)CH ₂ CH ₂ S(O) ₂ Me.

제1-1095표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1095 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 7-S(O)CH₂CH₂S(O)₂Me이다.G is H, X is S and (Z ¹ ) _n is 7-S(O)CH ₂ CH ₂ S(O) ₂ Me.

제1-1096표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1096 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 7-S(O)CH₂CH₂S(O)₂Me이다.G is H, X is O and (Z ¹ ) _n is 7-S(O)CH ₂ CH ₂ S(O) ₂ Me.

제1-1097표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1097 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 5-S(O)₂Me이다.G is H, X is S and (Z ¹ ) _n is 5-S(O) ₂ Me.

제1-1098표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1098 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 5-S(O)₂Me이다.G is H, X is O and (Z ¹ ) _n is 5-S(O) ₂ Me.

제1-1099표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1099 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 6-S(O)₂Me이다.G is H, X is S and (Z ¹ ) _n is 6-S(O) ₂ Me.

제1-1100표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1100 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 6-S(O)₂Me이다.G is H, X is O and (Z ¹ ) _n is 6-S(O) ₂ Me.

제1-1101표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1101 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 7-S(O)₂Me이다.G is H, X is S and (Z ¹ ) _n is 7-S(O) ₂ Me.

제1-1102표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1102 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 7-S(O)₂Me이다.G is H, X is O and (Z ¹ ) _n is 7-S(O) ₂ Me.

제1-1103표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1103 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 5-S(O)₂Et이다.G is H, X is S and (Z ¹ ) _n is 5-S(O) ₂ Et.

제1-1104표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1104 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 5-S(O)₂Et이다.G is H, X is O and (Z ¹ ) _n is 5-S(O) ₂ Et.

제1-1105표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1105 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 6-S(O)₂Et이다.G is H, X is S and (Z ¹ ) _n is 6-S(O) ₂ Et.

제1-1106표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1106 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 6-S(O)₂Et이다.G is H, X is O and (Z ¹ ) _n is 6-S(O) ₂ Et.

제1-1107표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1107 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 7-S(O)₂Et이다.G is H, X is S and (Z ¹ ) _n is 7-S(O) ₂ Et.

제1-1108표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1108 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 7-S(O)₂Et이다.G is H, X is O and (Z ¹ ) _n is 7-S(O) ₂ Et.

제1-1109표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1109 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 5-S(O)₂Pr-n이다.G is H, X is S and (Z ¹ ) _n is 5-S(O) ₂ Pr-n.

제1-1110표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1110 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 5-S(O)₂Pr-n이다.G is H, X is O and (Z ¹ ) _n is 5-S(O) ₂ Pr-n.

제1-1111표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1111 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 6-S(O)₂Pr-n이다.G is H, X is S and (Z ¹ ) _n is 6-S(O) ₂ Pr-n.

제1-1112표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1112 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 6-S(O)₂Pr-n이다.G is H, X is O and (Z ¹ ) _n is 6-S(O) ₂ Pr-n.

제1-1113표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1113 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 7-S(O)₂Pr-n이다.G is H, X is S and (Z ¹ ) _n is 7-S(O) ₂ Pr-n.

제1-1114표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1114 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 7-S(O)₂Pr-n이다.G is H, X is O and (Z ¹ ) _n is 7-S(O) ₂ Pr-n.

제1-1115표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1115 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 5-S(O)₂Pr-i이다.G is H, X is S and (Z ¹ ) _n is 5-S(O) ₂ Pr-i.

제1-1116표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1116 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 5-S(O)₂Pr-i이다.G is H, X is O and (Z ¹ ) _n is 5-S(O) ₂ Pr-i.

제1-1117표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1117 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 6-S(O)₂Pr-i이다.G is H, X is S and (Z ¹ ) _n is 6-S(O) ₂ Pr-i.

제1-1118표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1118 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 6-S(O)₂Pr-i이다.G is H, X is O and (Z ¹ ) _n is 6-S(O) ₂ Pr-i.

제1-1119표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1119 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 7-S(O)₂Pr-i이다.G is H, X is S and (Z ¹ ) _n is 7-S(O) ₂ Pr-i.

제1-1120표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1120 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 7-S(O)₂Pr-i이다.G is H, X is O and (Z ¹ ) _n is 7-S(O) ₂ Pr-i.

제1-1121표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1121 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 5-S(O)₂Bu-n이다.G is H, X is S and (Z ¹ ) _n is 5-S(O) ₂ Bu-n.

제1-1122표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1122 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 5-S(O)₂Bu-n이다.G is H, X is O and (Z ¹ ) _n is 5-S(O) ₂ Bu-n.

제1-1123표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1123 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 6-S(O)₂Bu-n이다.G is H, X is S and (Z ¹ ) _n is 6-S(O) ₂ Bu-n.

제1-1124표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1124 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 6-S(O)₂Bu-n이다.G is H, X is O and (Z ¹ ) _n is 6-S(O) ₂ Bu-n.

제1-1125표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1125 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 7-S(O)₂Bu-n이다.G is H, X is S and (Z ¹ ) _n is 7-S(O) ₂ Bu-n.

제1-1126표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1126 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 7-S(O)₂Bu-n이다.G is H, X is O and (Z ¹ ) _n is 7-S(O) ₂ Bu-n.

제1-1127표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1127 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 5-S(O)₂Bu-i이다.G is H, X is S and (Z ¹ ) _n is 5-S(O) ₂ Bu-i.

제1-1128표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1128 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 5-S(O)₂Bu-i이다.G is H, X is O and (Z ¹ ) _n is 5-S(O) ₂ Bu-i.

제1-1129표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1129 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 6-S(O)₂Bu-i이다.G is H, X is S and (Z ¹ ) _n is 6-S(O) ₂ Bu-i.

제1-1130표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1130 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 6-S(O)₂Bu-i이다.G is H, X is O and (Z ¹ ) _n is 6-S(O) ₂ Bu-i.

제1-1131표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1131 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 7-S(O)₂Bu-i이다.G is H, X is S and (Z ¹ ) _n is 7-S(O) ₂ Bu-i.

제1-1132표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1132 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 7-S(O)₂Bu-i이다.G is H, X is O and (Z ¹ ) _n is 7-S(O) ₂ Bu-i.

제1-1133표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1133 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 5-S(O)₂Bu-sec이다.G is H, X is S and (Z ¹ ) _n is 5-S(O) ₂ Bu-sec.

제1-1134표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1134 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 5-S(O)₂Bu-sec이다.G is H, X is O and (Z ¹ ) _n is 5-S(O) ₂ Bu-sec.

제1-1135표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1135 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 6-S(O)₂Bu-sec이다.G is H, X is S and (Z ¹ ) _n is 6-S(O) ₂ Bu-sec.

제1-1136표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1136 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 6-S(O)₂Bu-sec이다.G is H, X is O and (Z ¹ ) _n is 6-S(O) ₂ Bu-sec.

제1-1137표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1137 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 7-S(O)₂Bu-sec이다.G is H, X is S and (Z ¹ ) _n is 7-S(O) ₂ Bu-sec.

제1-1138표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1138 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 7-S(O)₂Bu-sec이다.G is H, X is O and (Z ¹ ) _n is 7-S(O) ₂ Bu-sec.

제1-1139표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1139 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 5-S(O)₂Bu-tert이다.G is H, X is S and (Z ¹ ) _n is 5-S(O) ₂ Bu-tert.

제1-1140표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1140 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 5-S(O)₂Bu-tert이다.G is H, X is O and (Z ¹ ) _n is 5-S(O) ₂ Bu-tert.

제1-1141표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1141 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 6-S(O)₂Bu-tert이다.G is H, X is S and (Z ¹ ) _n is 6-S(O) ₂ Bu-tert.

제1-1142표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1142 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 6-S(O)₂Bu-tert이다.G is H, X is O and (Z ¹ ) _n is 6-S(O) ₂ Bu-tert.

제1-1143표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1143 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 7-S(O)₂Bu-tert이다.G is H, X is S and (Z ¹ ) _n is 7-S(O) ₂ Bu-tert.

제1-1144표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1144 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 7-S(O)₂Bu-tert이다.G is H, X is O and (Z ¹ ) _n is 7-S(O) ₂ Bu-tert.

제1-1145표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1145 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 5-S(O)₂CH₂CH=CH₂이다.G is H, X is S and (Z ¹ ) _n is 5-S(O) ₂ CH ₂ CH=CH ₂ .

제1-1146표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1146 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 5-S(O)₂CH₂CH=CH₂이다.G is H, X is O and (Z ¹ ) _n is 5-S(O) ₂ CH ₂ CH=CH ₂ .

제1-1147표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1147 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 6-S(O)₂CH₂CH=CH₂이다.G is H, X is S and (Z ¹ ) _n is 6-S(O) ₂ CH ₂ CH=CH ₂ .

제1-1148표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1148 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 6-S(O)₂CH₂CH=CH₂이다.G is H, X is O and (Z ¹ ) _n is 6-S(O) ₂ CH ₂ CH=CH ₂ .

제1-1149표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1149 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 7-S(O)₂CH₂CH=CH₂이다.G is H, X is S and (Z ¹ ) _n is 7-S(O) ₂ CH ₂ CH=CH ₂ .

제1-1150표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1150 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 7-S(O)₂CH₂CH=CH₂이다.G is H, X is O and (Z ¹ ) _n is 7-S(O) ₂ CH ₂ CH=CH ₂ .

제1-1151표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1151 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 5-S(O)₂CH₂C≡CH이다.G is H, X is S and (Z ¹ ) _n is 5-S(O) ₂ CH ₂ C≡CH.

제1-1152표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1152 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 5-S(O)₂CH₂C≡CH이다.G is H, X is O and (Z ¹ ) _n is 5-S(O) ₂ CH ₂ C≡CH.

제1-1153표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1153 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 6-S(O)₂CH₂C≡CH이다.G is H, X is S and (Z ¹ ) _n is 6-S(O) ₂ CH ₂ C≡CH.

제1-1154표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1154 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 6-S(O)₂CH₂C≡CH이다.G is H, X is O and (Z ¹ ) _n is 6-S(O) ₂ CH ₂ C≡CH.

제1-1155표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1155 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 7-S(O)₂CH₂C≡CH이다.G is H, X is S and (Z ¹ ) _n is 7-S(O) ₂ CH ₂ C≡CH.

제1-1156표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1156 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 7-S(O)₂CH₂C≡CH이다.G is H, X is O and (Z ¹ ) _n is 7-S(O) ₂ CH ₂ C≡CH.

제1-1157표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1157 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 5-S(O)₂CHF₂이다.G is H, X is S and (Z ¹ ) _n is 5-S(O) ₂ CHF ₂ .

제1-1158표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1158 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 5-S(O)₂CHF₂이다.G is H, X is O and (Z ¹ ) _n is 5-S(O) ₂ CHF ₂ .

제1-1159표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1159 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 6-S(O)₂CHF₂이다.G is H, X is S and (Z ¹ ) _n is 6-S(O) ₂ CHF ₂ .

제1-1160표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1160 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 6-S(O)₂CHF₂이다.G is H, X is O and (Z ¹ ) _n is 6-S(O) ₂ CHF ₂ .

제1-1161표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1161 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 7-S(O)₂CHF₂이다.G is H, X is S and (Z ¹ ) _n is 7-S(O) ₂ CHF ₂ .

제1-1162표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1162 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 7-S(O)₂CHF₂이다.G is H, X is O and (Z ¹ ) _n is 7-S(O) ₂ CHF ₂ .

제1-1163표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1163 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 5-S(O)₂CF₃이다.G is H, X is S and (Z ¹ ) _n is 5-S(O) ₂ CF ₃ .

제1-1164표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1164 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 5-S(O)₂CF₃이다.G is H, X is O and (Z ¹ ) _n is 5-S(O) ₂ CF ₃ .

제1-1165표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1165 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 6-S(O)₂CF₃이다.G is H, X is S and (Z ¹ ) _n is 6-S(O) ₂ CF ₃ .

제1-1166표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1166 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 6-S(O)₂CF₃이다.G is H, X is O and (Z ¹ ) _n is 6-S(O) ₂ CF ₃ .

제1-1167표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1167 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 7-S(O)₂CF₃이다.G is H, X is S and (Z ¹ ) _n is 7-S(O) ₂ CF ₃ .

제1-1168표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1168 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 7-S(O)₂CF₃이다.G is H, X is O and (Z ¹ ) _n is 7-S(O) ₂ CF ₃ .

제1-1169표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1169 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 5-S(O)₂CH₂CH₂F이다.G is H, X is S and (Z ¹ ) _n is 5-S(O) ₂ CH ₂ CH ₂ F.

제1-1170표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1170 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 5-S(O)₂CH₂CH₂F이다.G is H, X is O and (Z ¹ ) _n is 5-S(O) ₂ CH ₂ CH ₂ F.

제1-1171표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1171 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 6-S(O)₂CH₂CH₂F이다.G is H, X is S and (Z ¹ ) _n is 6-S(O) ₂ CH ₂ CH ₂ F.

제1-1172표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1172 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 6-S(O)₂CH₂CH₂F이다.G is H, X is O and (Z ¹ ) _n is 6-S(O) ₂ CH ₂ CH ₂ F.

제1-1173표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1173 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 7-S(O)₂CH₂CH₂F이다.G is H, X is S and (Z ¹ ) _n is 7-S(O) ₂ CH ₂ CH ₂ F.

제1-1174표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1174 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 7-S(O)₂CH₂CH₂F이다.G is H, X is O and (Z ¹ ) _n is 7-S(O) ₂ CH ₂ CH ₂ F.

제1-1175표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1175 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 5-S(O)₂CH₂CHF₂이다.G is H, X is S and (Z ¹ ) _n is 5-S(O) ₂ CH ₂ CHF ₂ .

제1-1176표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1176 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 5-S(O)₂CH₂CHF₂이다.G is H, X is O and (Z ¹ ) _n is 5-S(O) ₂ CH ₂ CHF ₂ .

제1-1177표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1177 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 6-S(O)₂CH₂CHF₂이다.G is H, X is S and (Z ¹ ) _n is 6-S(O) ₂ CH ₂ CHF ₂ .

제1-1178표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1178 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 6-S(O)₂CH₂CHF₂이다.G is H, X is O and (Z ¹ ) _n is 6-S(O) ₂ CH ₂ CHF ₂ .

제1-1179표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1179 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 7-S(O)₂CH₂CHF₂이다.G is H, X is S and (Z ¹ ) _n is 7-S(O) ₂ CH ₂ CHF ₂ .

제1-1180표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1180 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 7-S(O)₂CH₂CHF₂이다.G is H, X is O and (Z ¹ ) _n is 7-S(O) ₂ CH ₂ CHF ₂ .

제1-1181표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1181 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 5-S(O)₂CH₂CF₃이다.G is H, X is S and (Z ¹ ) _n is 5-S(O) ₂ CH ₂ CF ₃ .

제1-1182표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1182 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 5-S(O)₂CH₂CF₃이다.G is H, X is O and (Z ¹ ) _n is 5-S(O) ₂ CH ₂ CF ₃ .

제1-1183표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1183 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 6-S(O)₂CH₂CF₃이다.G is H, X is S and (Z ¹ ) _n is 6-S(O) ₂ CH ₂ CF ₃ .

제1-1184표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1184 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 6-S(O)₂CH₂CF₃이다.G is H, X is O and (Z ¹ ) _n is 6-S(O) ₂ CH ₂ CF ₃ .

제1-1185표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1185 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 7-S(O)₂CH₂CF₃이다.G is H, X is S and (Z ¹ ) _n is 7-S(O) ₂ CH ₂ CF ₃ .

제1-1186표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1186 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 7-S(O)₂CH₂CF₃이다.G is H, X is O and (Z ¹ ) _n is 7-S(O) ₂ CH ₂ CF ₃ .

제1-1187표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1187 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 5-S(O)₂CH₂CH=C(F)₂이다.G is H, X is S and (Z ¹ ) _n is 5-S(O) ₂ CH ₂ CH=C(F) ₂ .

제1-1188표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1188 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 5-S(O)₂CH₂CH=C(F)₂이다.G is H, X is O and (Z ¹ ) _n is 5-S(O) ₂ CH ₂ CH=C(F) ₂ .

제1-1189표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1189 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 6-S(O)₂CH₂CH=C(F)₂이다.G is H, X is S and (Z ¹ ) _n is 6-S(O) ₂ CH ₂ CH=C(F) ₂ .

제1-1190표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1190 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 6-S(O)₂CH₂CH=C(F)₂이다.G is H, X is O and (Z ¹ ) _n is 6-S(O) ₂ CH ₂ CH=C(F) ₂ .

제1-1191표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1191 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 7-S(O)₂CH₂CH=C(F)₂이다.G is H, X is S and (Z ¹ ) _n is 7-S(O) ₂ CH ₂ CH=C(F) ₂ .

제1-1192표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1192 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 7-S(O)₂CH₂CH=C(F)₂이다.G is H, X is O and (Z ¹ ) _n is 7-S(O) ₂ CH ₂ CH=C(F) ₂ .

제1-1193표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1193 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 5-S(O)₂CH₂CH=C(Cl)₂이다.G is H, X is S and (Z ¹ ) _n is 5-S(O) ₂ CH ₂ CH=C(Cl) ₂ .

제1-1194표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1194 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 5-S(O)₂CH₂CH=C(Cl)₂이다.G is H, X is O and (Z ¹ ) _n is 5-S(O) ₂ CH ₂ CH=C(Cl) ₂ .

제1-1195표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1195 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 6-S(O)₂CH₂CH=C(Cl)₂이다.G is H, X is S and (Z ¹ ) _n is 6-S(O) ₂ CH ₂ CH=C(Cl) ₂ .

제1-1196표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1196 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 6-S(O)₂CH₂CH=C(Cl)₂이다.G is H, X is O and (Z ¹ ) _n is 6-S(O) ₂ CH ₂ CH=C(Cl) ₂ .

제1-1197표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1197 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 7-S(O)₂CH₂CH=C(Cl)₂이다.G is H, X is S and (Z ¹ ) _n is 7-S(O) ₂ CH ₂ CH=C(Cl) ₂ .

제1-1198표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1198 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 7-S(O)₂CH₂CH=C(Cl)₂이다.G is H, X is O and (Z ¹ ) _n is 7-S(O) ₂ CH ₂ CH=C(Cl) ₂ .

제1-1199표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1199 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 5-S(O)₂CH₂C≡CCl이다.G is H, X is S and (Z ¹ ) _n is 5-S(O) ₂ CH ₂ C≡CCl.

제1-1200표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1200 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 5-S(O)₂CH₂C≡CCl이다.G is H, X is O and (Z ¹ ) _n is 5-S(O) ₂ CH ₂ C≡CCl.

제1-1201표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1201 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 6-S(O)₂CH₂C≡CCl이다.G is H, X is S and (Z ¹ ) _n is 6-S(O) ₂ CH ₂ C≡CCl.

제1-1202표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1202 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 6-S(O)₂CH₂C≡CCl이다.G is H, X is O and (Z ¹ ) _n is 6-S(O) ₂ CH ₂ C≡CCl.

제1-1203표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1203 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 7-S(O)₂CH₂C≡CCl이다.G is H, X is S and (Z ¹ ) _n is 7-S(O) ₂ CH ₂ C≡CCl.

제1-1204표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1204 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 7-S(O)₂CH₂C≡CCl이다.G is H, X is O and (Z ¹ ) _n is 7-S(O) ₂ CH ₂ C≡CCl.

제1-1205표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1205 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 5-S(O)₂CH₂C≡CBr이다.G is H, X is S and (Z ¹ ) _n is 5-S(O) ₂ CH ₂ C≡CBr.

제1-1206표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1206 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 5-S(O)₂CH₂C≡CBr이다.G is H, X is O and (Z ¹ ) _n is 5-S(O) ₂ CH ₂ C≡CBr.

제1-1207표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1207 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 6-S(O)₂CH₂C≡CBr이다.G is H, X is S and (Z ¹ ) _n is 6-S(O) ₂ CH ₂ C≡CBr.

제1-1208표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1208 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 6-S(O)₂CH₂C≡CBr이다.G is H, X is O and (Z ¹ ) _n is 6-S(O) ₂ CH ₂ C≡CBr.

제1-1209표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1209 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 7-S(O)₂CH₂C≡CBr이다.G is H, X is S and (Z ¹ ) _n is 7-S(O) ₂ CH ₂ C≡CBr.

제1-1210표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-210 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 7-S(O)₂CH₂C≡CBr이다.G is H, X is O and (Z ¹ ) _n is 7-S(O) ₂ CH ₂ C≡CBr.

제1-1211표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1211 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 5-S(O)₂CH₂(T-1-1)이다.G is H, X is S and (Z ¹ ) _n is 5-S(O) ₂ CH ₂ (T-1-1).

제1-1212표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1212 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 5-S(O)₂CH₂(T-1-1)이다.G is H, X is O and (Z ¹ ) _n is 5-S(O) ₂ CH ₂ (T-1-1).

제1-1213표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1213 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 6-S(O)₂CH₂(T-1-1)이다.G is H, X is S and (Z ¹ ) _n is 6-S(O) ₂ CH ₂ (T-1-1).

제1-1214표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1214 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 6-S(O)₂CH₂(T-1-1)이다.G is H, X is O and (Z ¹ ) _n is 6-S(O) ₂ CH ₂ (T-1-1).

제1-1215표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-215 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 7-S(O)₂CH₂(T-1-1)이다.G is H, X is S and (Z ¹ ) _n is 7-S(O) ₂ CH ₂ (T-1-1).

제1-1216표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1216 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 7-S(O)₂CH₂(T-1-1)이다.G is H, X is O and (Z ¹ ) _n is 7-S(O) ₂ CH ₂ (T-1-1).

제1-1217표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1217 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 5-S(O)₂CH₂(U-1a)이다.G is H, X is S and (Z ¹ ) _n is 5-S(O) ₂ CH ₂ (U-1a).

제1-1218표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-218 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 5-S(O)₂CH₂(U-1a)이다.G is H, X is O and (Z ¹ ) _n is 5-S(O) ₂ CH ₂ (U-1a).

제1-1219표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1219 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 6-S(O)₂CH₂(U-1a)이다.G is H, X is S and (Z ¹ ) _n is 6-S(O) ₂ CH ₂ (U-1a).

제1-1220표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1220 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 6-S(O)₂CH₂(U-1a)이다.G is H, X is O and (Z ¹ ) _n is 6-S(O) ₂ CH ₂ (U-1a).

제1-1221표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1221 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 7-S(O)₂CH₂(U-1a)이다.G is H, X is S and (Z ¹ ) _n is 7-S(O) ₂ CH ₂ (U-1a).

제1-1222표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1222 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 7-S(O)₂CH₂(U-1a)이다.G is H, X is O and (Z ¹ ) _n is 7-S(O) ₂ CH ₂ (U-1a).

제1-1223표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-223 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 5-S(O)₂CH₂CH₂OMe이다.G is H, X is S and (Z ¹ ) _n is 5-S(O) ₂ CH ₂ CH ₂ OMe.

제1-1224표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-224 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 5-S(O)₂CH₂CH₂OMe이다.G is H, X is O and (Z ¹ ) _n is 5-S(O) ₂ CH ₂ CH ₂ OMe.

제1-1225표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-225 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 6-S(O)₂CH₂CH₂OMe이다.G is H, X is S and (Z ¹ ) _n is 6-S(O) ₂ CH ₂ CH ₂ OMe.

제1-1226표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-226 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 6-S(O)₂CH₂CH₂OMe이다.G is H, X is O and (Z ¹ ) _n is 6-S(O) ₂ CH ₂ CH ₂ OMe.

제1-1227표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-227 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 7-S(O)₂CH₂CH₂OMe이다.G is H, X is S and (Z ¹ ) _n is 7-S(O) ₂ CH ₂ CH ₂ OMe.

제1-1228표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1228 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 7-S(O)₂CH₂CH₂OMe이다.G is H, X is O and (Z ¹ ) _n is 7-S(O) ₂ CH ₂ CH ₂ OMe.

제1-1229표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-229 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 5-S(O)₂CH₂CH₂SMe이다.G is H, X is S and (Z ¹ ) _n is 5-S(O) ₂ CH ₂ CH ₂ SMe.

제1-1230표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1230 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 5-S(O)₂CH₂CH₂SMe이다.G is H, X is O and (Z ¹ ) _n is 5-S(O) ₂ CH ₂ CH ₂ SMe.

제1-1231표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1231 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 6-S(O)₂CH₂CH₂SMe이다.G is H, X is S and (Z ¹ ) _n is 6-S(O) ₂ CH ₂ CH ₂ SMe.

제1-1232표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1232 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 6-S(O)₂CH₂CH₂SMe이다.G is H, X is O and (Z ¹ ) _n is 6-S(O) ₂ CH ₂ CH ₂ SMe.

제1-1233표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1233 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 7-S(O)₂CH₂CH₂SMe이다.G is H, X is S and (Z ¹ ) _n is 7-S(O) ₂ CH ₂ CH ₂ SMe.

제1-1234표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-234 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 7-S(O)₂CH₂CH₂SMe이다.G is H, X is O and (Z ¹ ) _n is 7-S(O) ₂ CH ₂ CH ₂ SMe.

제1-1235표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-235 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 5-S(O)₂CH₂CH₂S(O)Me이다.G is H, X is S and (Z ¹ ) _n is 5-S(O) ₂ CH ₂ CH ₂ S(O)Me.

제1-1236표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-236 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 5-S(O)₂CH₂CH₂S(O)Me이다.G is H, X is O and (Z ¹ ) _n is 5-S(O) ₂ CH ₂ CH ₂ S(O)Me.

제1-1237표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1237 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 6-S(O)₂CH₂CH₂S(O)Me이다.G is H, X is S and (Z ¹ ) _n is 6-S(O) ₂ CH ₂ CH ₂ S(O)Me.

제1-1238표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1238 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 6-S(O)₂CH₂CH₂S(O)Me이다.G is H, X is O and (Z ¹ ) _n is 6-S(O) ₂ CH ₂ CH ₂ S(O)Me.

제1-1239표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-239 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 7-S(O)₂CH₂CH₂S(O)Me이다.G is H, X is S and (Z ¹ ) _n is 7-S(O) ₂ CH ₂ CH ₂ S(O)Me.

제1-1240표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1240 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 7-S(O)₂CH₂CH₂S(O)Me이다.G is H, X is O and (Z ¹ ) _n is 7-S(O) ₂ CH ₂ CH ₂ S(O)Me.

제1-1241표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1241 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 5-S(O)₂CH₂CH₂S(O)₂Me이다.G is H, X is S and (Z ¹ ) _n is 5-S(O) ₂ CH ₂ CH ₂ S(O) ₂ Me.

제1-1242표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1242 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 5-S(O)₂CH₂CH₂S(O)₂Me이다.G is H, X is O and (Z ¹ ) _n is 5-S(O) ₂ CH ₂ CH ₂ S(O) ₂ Me.

제1-1243표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1243 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 6-S(O)₂CH₂CH₂S(O)₂Me이다.G is H, X is S and (Z ¹ ) _n is 6-S(O) ₂ CH ₂ CH ₂ S(O) ₂ Me.

제1-1244표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1244 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 6-S(O)₂CH₂CH₂S(O)₂Me이다.G is H, X is O and (Z ¹ ) _n is 6-S(O) ₂ CH ₂ CH ₂ S(O) ₂ Me.

제1-1245표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-245 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 7-S(O)₂CH₂CH₂S(O)₂Me이다.G is H, X is S and (Z ¹ ) _n is 7-S(O) ₂ CH ₂ CH ₂ S(O) ₂ Me.

제1-1246표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1246 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 7-S(O)₂CH₂CH₂S(O)₂Me이다.G is H, X is O and (Z ¹ ) _n is 7-S(O) ₂ CH ₂ CH ₂ S(O) ₂ Me.

제1-1247표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1247 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 5,6-F₂이다.G is H, X is S and (Z ¹ ) _n is 5,6-F ₂ .

제1-1248표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1248 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 5,6-F₂이다.G is H, X is O and (Z ¹ ) _n is 5,6-F ₂ .

제1-1249표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1249 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 5,7-F₂이다.G is H, X is S and (Z ¹ ) _n is 5,7-F ₂ .

제1-1250표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1250 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 5,7-F₂이다.G is H, X is O and (Z ¹ ) _n is 5,7-F ₂ .

제1-1251표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1251 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 6,7-F₂이다.G is H, X is S and (Z ¹ ) _n is 6,7-F ₂ .

제1-1252표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1252 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 6,7-F₂이다.G is H, X is O and (Z ¹ ) _n is 6,7-F ₂ .

제1-1253표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1253 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 5,6-Cl₂이다.G is H, X is S and (Z ¹ ) _n is 5,6-Cl ₂ .

제1-1254표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1254 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 5,6-Cl₂이다.G is H, X is O and (Z ¹ ) _n is 5,6-Cl ₂ .

제1-1255표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1255 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 5,7-Cl₂이다.G is H, X is S and (Z ¹ ) _n is 5,7-Cl ₂ .

제1-1256표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1256 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 5,7-Cl₂이다.G is H, X is O and (Z ¹ ) _n is 5,7-Cl ₂ .

제1-1257표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1257 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 6,7-Cl₂이다.G is H, X is S and (Z ¹ ) _n is 6,7-Cl ₂ .

제1-1258표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1258 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 6,7-Cl₂이다.G is H, X is O and (Z ¹ ) _n is 6,7-Cl ₂ .

제1-1259표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1259 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 5,6-(Me)₂이다.G is H, X is S and (Z ¹ ) _n is 5,6-(Me) ₂ .

제1-1260표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1260 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 5,6-(Me)₂이다.G is H, X is O and (Z ¹ ) _n is 5,6-(Me) ₂ .

제1-1261표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1261 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 5,7-(Me)₂이다.G is H, X is S and (Z ¹ ) _n is 5,7-(Me) ₂ .

제1-1262표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1262 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 5,7-(Me)₂이다.G is H, X is O and (Z ¹ ) _n is 5,7-(Me) ₂ .

제1-1263표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1263 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 6,7-(Me)₂이다.G is H, X is S and (Z ¹ ) _n is 6,7-(Me) ₂ .

제1-1264표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1264 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 6,7-(Me)₂이다.G is H, X is O and (Z ¹ ) _n is 6,7-(Me) ₂ .

제1-1265표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1265 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 5,6-(OMe)₂이다.G is H, X is S and (Z ¹ ) _n is 5,6-(OMe) ₂ .

제1-1266표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1266 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 5,6-(OMe)₂이다.G is H, X is O and (Z ¹ ) _n is 5,6-(OMe) ₂ .

제1-1267표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1267 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 5,7-(OMe)₂이다.G is H, X is S and (Z ¹ ) _n is 5,7-(OMe) ₂ .

제1-1268표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1268 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 5,7-(OMe)₂이다.G is H, X is O and (Z ¹ ) _n is 5,7-(OMe) ₂ .

제1-1269표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1269 R ¹ is Me, R ² is Me, W ¹ is 0,

제1-1270표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1270 R ¹ is Me, R ² is Me, W ¹ is 0,

제1-1271표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1271 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 5-F-6-OMe이다.G is H, X is S and (Z ¹ ) _n is 5-F-6-OMe.

제1-1272표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1272 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 5-F-6-OMe이다.G is H, X is O and (Z ¹ ) _n is 5-F-6-OMe.

제1-1273표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1273 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 5-F-6-OEt이다.G is H, X is S and (Z ¹ ) _n is 5-F-6-OEt.

제1-1274표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1274 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 5-F-6-OEt이다.G is H, X is O and (Z ¹ ) _n is 5-F-6-OEt.

제1-1275표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1275 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 5-F-6-OPr-n이다.G is H, X is S and (Z ¹ ) _n is 5-F-6-OPr-n.

제1-1276표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1276 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 5-F-6-OPr-n이다.G is H, X is O and (Z ¹ ) _n is 5-F-6-OPr-n.

제1-1277표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1277 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 5-F-6-OPr-i이다.G is H, X is S and (Z ¹ ) _n is 5-F-6-OPr-i.

제1-1278표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1278 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 5-F-6-OPr-i이다.G is H, X is O and (Z ¹ ) _n is 5-F-6-OPr-i.

제1-1279표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1279 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 5-F-6-OCHF₂이다.G is H, X is S and (Z ¹ ) _n is 5-F-6-OCHF ₂ .

제1-1280표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1280 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 5-F-6-OCHF₂이다.G is H, X is O and (Z ¹ ) _n is 5-F-6-OCHF ₂ .

제1-1281표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1281 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 5-F-6-OCF₃이다.G is H, X is S and (Z ¹ ) _n is 5-F-6-OCF ₃ .

제1-1282표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1282 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 5-F-6-OCF₃이다.G is H, X is O and (Z ¹ ) _n is 5-F-6-OCF ₃ .

제1-1283표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1283 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 5-F-6-OCH₂CH₂F이다.G is H, X is S and (Z ¹ ) _n is 5-F-6-OCH ₂ CH ₂ F.

제1-1284표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1284 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 5-F-6-OCH₂CH₂F이다.G is H, X is O and (Z ¹ ) _n is 5-F-6-OCH ₂ CH ₂ F.

제1-1285표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1285 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 5-F-6-OCH₂CHF₂이다.G is H, X is S and (Z ¹ ) _n is 5-F-6-OCH ₂ CHF ₂ .

제1-1286표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1286 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 5-F-6-OCH₂CHF₂이다.G is H, X is O and (Z ¹ ) _n is 5-F-6-OCH ₂ CHF ₂ .

제1-1287표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1287 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 5-F-6-OCH₂CF₃이다.G is H, X is S and (Z ¹ ) _n is 5-F-6-OCH ₂ CF ₃ .

제1-1288표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1288 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 5-F-6-OCH₂CF₃이다.G is H, X is O and (Z ¹ ) _n is 5-F-6-OCH ₂ CF ₃ .

제1-1289표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1289 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 5-Cl-6-OMe이다.G is H, X is S and (Z ¹ ) _n is 5-Cl-6-OMe.

제1-1290표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-290 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 5-Cl-6-OMe이다.G is H, X is O and (Z ¹ ) _n is 5-Cl-6-OMe.

제1-1291표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1291 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 5-Cl-6-OEt이다.G is H, X is S and (Z ¹ ) _n is 5-Cl-6-OEt.

제1-1292표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1292 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 5-Cl-6-OEt이다.G is H, X is O and (Z ¹ ) _n is 5-Cl-6-OEt.

제1-1293표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1293 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 5-Cl-6-OPr-n이다.G is H, X is S and (Z ¹ ) _n is 5-Cl-6-OPr-n.

제1-1294표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1294 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 5-Cl-6-OPr-n이다.G is H, X is O and (Z ¹ ) _n is 5-Cl-6-OPr-n.

제1-1295표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1295 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 5-Cl-6-OPr-i이다.G is H, X is S and (Z ¹ ) _n is 5-Cl-6-OPr-i.

제1-1296표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1296 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 5-Cl-6-OPr-i이다.G is H, X is O and (Z ¹ ) _n is 5-Cl-6-OPr-i.

제1-1297표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1297 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 5-Cl-6-OCHF₂이다.G is H, X is S and (Z ¹ ) _n is 5-Cl-6-OCHF ₂ .

제1-1298표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1298 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 5-Cl-6-OCHF₂이다.G is H, X is O and (Z ¹ ) _n is 5-Cl-6-OCHF ₂ .

제1-1299표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-299 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 5-Cl-6-OCF₃이다.G is H, X is S and (Z ¹ ) _n is 5-Cl-6-OCF ₃ .

제1-1300표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1300 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 5-Cl-6-OCF₃이다.G is H, X is O and (Z ¹ ) _n is 5-Cl-6-OCF ₃ .

제1-1301표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1301 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 5-Cl-6-OCH₂CH₂F이다.G is H, X is S and (Z ¹ ) _n is 5-Cl-6-OCH ₂ CH ₂ F.

제1-1302표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1302 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 5-Cl-6-OCH₂CH₂F이다.G is H, X is O and (Z ¹ ) _n is 5-Cl-6-OCH ₂ CH ₂ F.

제1-1303표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1303 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 5-Cl-6-OCH₂CHF₂이다.G is H, X is S and (Z ¹ ) _n is 5-Cl-6-OCH ₂ CHF ₂ .

제1-1304표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1304 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 5-Cl-6-OCH₂CHF₂이다.G is H, X is O and (Z ¹ ) _n is 5-Cl-6-OCH ₂ CHF ₂ .

제1-1305표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1305 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 5-Cl-6-OCH₂CF₃이다.G is H, X is S and (Z ¹ ) _n is 5-Cl-6-OCH ₂ CF ₃ .

제1-1306표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1306 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 5-Cl-6-OCH₂CF₃이다.G is H, X is O and (Z ¹ ) _n is 5-Cl-6-OCH ₂ CF ₃ .

제1-1307표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1307 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 6-OMe-7-Cl이다.G is H, X is S and (Z ¹ ) _n is 6-OMe-7-Cl.

제1-1308표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1308 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 6-OMe-7-Cl이다.G is H, X is O and (Z ¹ ) _n is 6-OMe-7-Cl.

제1-1309표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1309 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 6-OEt-7-Cl이다.G is H, X is S and (Z ¹ ) _n is 6-OEt-7-Cl.

제1-1310표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1310 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 6-OEt-7-Cl이다.G is H, X is O and (Z ¹ ) _n is 6-OEt-7-Cl.

제1-1311표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1311 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 6-OPr-n-7-Cl이다.G is H, X is S and (Z ¹ ) _n is 6-OPr-n-7-Cl.

제1-1312표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1312 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 6-OPr-n-7-Cl이다.G is H, X is O and (Z ¹ ) _n is 6-OPr-n-7-Cl.

제1-1313표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1313 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 6-OPr-i-7-Cl이다.G is H, X is S and (Z ¹ ) _n is 6-OPr-i-7-Cl.

제1-1314표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1314 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 6-OPr-i-7-Cl이다.G is H, X is O and (Z ¹ ) _n is 6-OPr-i-7-Cl.

제1-1315표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1315 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 6-OCHF₂-7-Cl이다.G is H, X is S and (Z ¹ ) _n is 6-OCHF ₂ -7-Cl.

제1-1316표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1316 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 6-OCHF₂-7-Cl이다.G is H, X is O and (Z ¹ ) _n is 6-OCHF ₂ -7-Cl.

제1-1317표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1317 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 6-OCF₃-7-Cl이다.G is H, X is S and (Z ¹ ) _n is 6-OCF ₃ -7-Cl.

제1-1318표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1318 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 6-OCF₃-7-Cl이다.G is H, X is O and (Z ¹ ) _n is 6-OCF ₃ -7-Cl.

제1-1319표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1319 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 6-OCH₂CH₂F-7-Cl이다.G is H, X is S and (Z ¹ ) _n is 6-OCH ₂ CH ₂ F-7-Cl.

제1-1320표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1320 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 6-OCH₂CH₂F-7-Cl이다.G is H, X is O and (Z ¹ ) _n is 6-OCH ₂ CH ₂ F-7-Cl.

제1-1321표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1321 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 6-OCH₂CHF₂-7-Cl이다.G is H, X is S and (Z ¹ ) _n is 6-OCH ₂ CHF ₂ -7-Cl.

제1-1322표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1322 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 6-OCH₂CHF₂-7-Cl이다.G is H, X is O and (Z ¹ ) _n is 6-OCH ₂ CHF ₂ -7-Cl.

제1-1323표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1323 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 6-OCH₂CF₃-7-Cl이다.G is H, X is S and (Z ¹ ) _n is 6-OCH ₂ CF ₃ -7-Cl.

제1-1324표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1324 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 6-OCH₂CF₃-7-Cl이다.G is H, X is O and (Z ¹ ) _n is 6-OCH ₂ CF ₃ -7-Cl.

제1-1325표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1325 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 6-OMe-7-Br이다.G is H, X is S and (Z ¹ ) _n is 6-OMe-7-Br.

제1-1326표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1326 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 6-OMe-7-Br이다.G is H, X is O and (Z ¹ ) _n is 6-OMe-7-Br.

제1-1327표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1327 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 6-OEt-7-Br이다.G is H, X is S and (Z ¹ ) _n is 6-OEt-7-Br.

제1-1328표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1328 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 6-OEt-7-Br이다.G is H, X is O and (Z ¹ ) _n is 6-OEt-7-Br.

제1-1329표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1329 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 6-OPr-n-7-Br이다.G is H, X is S and (Z ¹ ) _n is 6-OPr-n-7-Br.

제1-1330표 R¹은 Me이고, R²는 Me이고, W¹은 0이고Table 1-1330 R ¹ is Me, R ² is Me, and W ¹ is 0

G는 H이고, X는 O이고 (Z¹)_n은 6-OPr-n-7-Br이다.G is H, X is O and (Z ¹ ) _n is 6-OPr-n-7-Br.

제1-1331표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1331 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 6-OPr-i-7-Br이다.G is H, X is S and (Z ¹ ) _n is 6-OPr-i-7-Br.

제1-1332표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1332 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 6-OPr-i-7-Br이다.G is H, X is O and (Z ¹ ) _n is 6-OPr-i-7-Br.

제1-1333표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1333 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 6-OCHF₂-7-Br이다.G is H, X is S and (Z ¹ ) _n is 6-OCHF ₂ -7-Br.

제1-1334표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1334 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 6-OCHF₂-7-Br이다.G is H, X is O and (Z ¹ ) _n is 6-OCHF ₂ -7-Br.

제1-1335표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1335 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 6-OCF₃-7-Br이다.G is H, X is S and (Z ¹ ) _n is 6-OCF ₃ -7-Br.

제1-1336표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1336 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 6-OCF₃-7-Br이다.G is H, X is O and (Z ¹ ) _n is 6-OCF ₃ -7-Br.

제1-1337표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1337 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 6-OCH₂CH₂F-7-Br이다.G is H, X is S and (Z ¹ ) _n is 6-OCH ₂ CH ₂ F-7-Br.

제1-1338표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1338 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 6-OCH₂CH₂F-7-Br이다.G is H, X is O and (Z ¹ ) _n is 6-OCH ₂ CH ₂ F-7-Br.

제1-1339표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1339 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 6-OCH₂CHF₂-7-Br이다.G is H, X is S and (Z ¹ ) _n is 6-OCH ₂ CHF ₂ -7-Br.

제1-1340표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1340 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 6-OCH₂CHF₂-7-Br이다.G is H, X is O and (Z ¹ ) _n is 6-OCH ₂ CHF ₂ -7-Br.

제1-1341표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1341 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 S이고 (Z¹)_n은 6-OCH₂CF₃-7-Br이다.G is H, X is S and (Z ¹ ) _n is 6-OCH ₂ CF ₃ -7-Br.

제1-1342표 R¹은 Me이고, R²는 Me이고, W¹은 0이고,Table 1-1342 R ¹ is Me, R ² is Me, W ¹ is 0,

G는 H이고, X는 O이고 (Z¹)_n은 6-OCH₂CF₃-7-Br이다.G is H, X is O and (Z ¹ ) _n is 6-OCH ₂ CF ₃ -7-Br.

본 발명 화합물은 수전용의 제초제로서, 담수하의 토양처리 및 경엽처리의 어느 처리방법에 있어서도 사용할 수 있다. 수전잡초로는, 예를 들어, 드렁새(chinese sprangletop, Leptochloa chinensis), 갯드렁새(bearded sprangletop, Leptochloa fascicularis), 돌피(barnyard grass, Echinochloa crus-galli), 정글쌀(junglerice, Echinochloa colonum), 강피(late Watergrass, Echinochloa oryzicola), 대만 나도겨풀(southern cutgrass, Leersia hexandra), 마디풀(knotgrass, paspalum distichum), 타이완 모새달(saramollagrass, Ischaemum rugosum), 개쇠치기풀(itchgrass, Rottboellia cochinchinensis), 브라키아리아 플라티필라(broadleaf signalgrass, Brachiaria platyphylla), 알렉산더그래스(Alexandergrass, Brachiaria plantaginea), 바랭이(large crabgrass, Digitaria sanguinalis), 해변왕바랭이(crowfoot grass, Dactyloctenium aegyptium), 왕바랭이(goosegrass, Eleusine indica), 잡초벼(red rice, Oryza sativa), 우산잔디(bermuda grass, Cynodon dactylon), 그리고 미국개기장(fall panicum, Panicum dichotomiflorum) 등으로 대표되는 벼과(Gramineae)잡초, 올방개(Eleocharis kuroguwai), 바람하늘지기(globe fringerush, Fimbristylis miliacea), 올챙이고랭이(japanese bulrush, Schoenoplectus juncoides), 물고랭이(Schoenoplectus nipponicus), 송이고랭이(ricefield bulrush, Schoenoplectus mucronatus), 너도방동사니(Cyperus serotinus), 알방동사니(smallflower umbrella sedge, Cyperus difformis), 참방동사니(rice flat sedge, Cyperus iria), 향부자(purple nutsedge, Cyperus rotundus), 기름골(yellow nutsedge, Cyperus esculentus), 그리고 매자기(cosmopolitan bulrush, Bolboschoenus martimus) 등으로 대표되는 사초과(Cyperaceae)잡초, 택사(water plantain, Alisma canaliculatum), 올미(pygmy arrowhead, Sagittaria pygmaea), 그리고 벗풀(threeleaf arrowhead, Sagittaria trifolia) 등으로 대표되는 택사과(Alismataceae)잡초, 사마귀풀(asian spiderwort, Murdannia keisak), 그리고 고깔닭의장풀(benghal dayflower, Commelina benghalensis) 등으로 대표되는 닭의장풀과(Commelinaceae)잡초, 물옥잠(heartleaf false pickerelweed, Monochoria korsakowii), 물달개비(oval-leafed pondweed, Monochoria vaginalis), 늪질경이(アメリカコナギ)(ducksalad, Heteranthera limosa), 그리고 부레옥잠(water hyacinth, Eichhornia crassipes) 등으로 대표되는 물옥잠과(Pontederiaceae)잡초, 물별(threestamen Waterwort, Elatine triandra) 등으로 대표되는 물별과(Elatinaceae)잡초, 미국좀부처꽃(redstem, Ammannia coccinea), 그리고 마디꽃(indian toothcup, Rotala indica) 등으로 대표되는 부처꽃과(Lythraceae)잡초, 여뀌바늘(Ludwigia epilobioides), 그리고 수정향(キダチキンバイ)(mexican primrose-willow, Ludwigia octovalvis) 등으로 대표되는 바늘꽃과(Oenotheraceae)잡초, 등에풀(アブノメ)(rushlike dopatrium, Dopatrium junceum), 큰고추풀(Gratiola japonica), 구와말(dwarf ambulia, Limnophila sessiliflora), 밭뚝외풀(prostrate false pimpernel, Lindernia pyxidaria), 그리고 미국외풀(yellowseed false pimpernel, Lindernia dubia) 등으로 대표되는 현삼과(Scrophulariaceae)잡초, 공심연자초(alligator weed, Alternanthera philoxeroides), 그리고 가시비름(spiny amaranth, Amaranthus spinosus) 등으로 대표되는 비름과(Amaranthaceae)잡초, 여뀌(water pepper, Polygonum hydropiper) 등으로 대표되는 마디풀과(Polygonaceae)잡초, 갈퀴덩쿨(ナガボノウルシ)(gooseweed, Sphenoclea zeylanica) 등으로 대표되는 스페노클레아과(Sphenocleaceae)잡초, 자귀풀(indian jointvetch, Aeschynomene indica), 세스바니아 엑살타타(アメリカツノクサネム)(hemp sesbania, Sesbania exaltata) 등으로 대표되는 콩과(Fabaceae)잡초, 미국가막사리(devil's beggarticks, Bidens frondosa), 가막사리(three-lobe beggarticks, Bidens tripartita), 한련초(false daisy, Eclipta prostrata), 그리고 등골나물아재비(goatweed, Ageratum conyzoides) 등으로 대표되는 국화과(Asteraceae)잡초, 공심채(swamp morningglory, Ipomoea aquatica) 등으로 대표되는 메꽃과(Convolvulaceae)잡초, 네가래(water clover, Marsilea minuta) 등으로 대표되는 네가래과(Marsileaceae)잡초, 개구리밥(common duckmeat, Spirodela polyrhiza), 그리고 좀개구리밥(duckweed, Lemna paucicostata) 등으로 대표되는 개구리밥과(Lemnaceae)잡초, 그리고 가래(roundleaf pondweed, Potamogeton distinctus) 등으로 대표되는 가래과(Potamogetonaceae)잡초 등을 들 수 있다.The compound of the present invention is a herbicide for water use, and can be used in any treatment method of soil treatment under fresh water and foliar treatment. As dandelion weeds, for example, chinese sprangletop (Leptochloa chinensis), bearded sprangletop (Leptochloa fascicularis), barnyard grass (Echinochloa crus-galli), jungle rice (junglerice, Echinochloa colonum), Late Watergrass (Echinochloa oryzicola), Taiwanese cutgrass (Leersia hexandra), knotgrass (paspalum distichum), Taiwan saramollagrass (Ischaemum rugosum), Brachiaria (itchgrass, Rottboellia cochinchinensis) Platyphylla (broadleaf signalgrass, Brachiaria platyphylla), Alexandergrass (Brachiaria plantaginea), large crabgrass (Digtaria sanguinalis), crowfoot grass (Dactyloctenium aegyptium), goosegrass (goosegrass) Gramineae weeds represented by red rice (Oryza sativa), bermuda grass (Cynodon dactylon), and fall panicum (Panicum dichotomiflorum), Eleocharis kuroguwai, globe fringerush, Fimbristylis miliacea), tadpole bulrush (Schoenoplectus juncoides), fish trout (Schoenoplectus nipponicus), ricefield bulrush (Schoenoplectus mu) cronatus), Cyperus serotinus, smallflower umbrella sedge, Cyperus difformis, rice flat sedge, Cyperus iria, purple nutsedge, Cyperus rotundus, yellow nutsedge, Cyperus esculentus, esculentus And Cyperaceae, represented by cosmopolitan bulrush, Bolboschoenus martimus, etc., water plantain, Alisma canaliculatum, pygmy arrowhead, Sagittaria pygmaea, and threeleaf arrowhead, Sagittaria trifolia, etc. Alismataceae weeds, Asian spiderwort (Murdannia keisak), and Commelinaceae weeds represented by benghal dayflower (Commelina benghalensis), heartleaf false pickerelweed, Monochoria korsakowii) (oval-leafed pondweed, Monochoria vaginalis), American cona (ducksalad, Heteranthera limosa), and water hyacinth (Eichhornia crassipes), etc. ), Elatinaceae weeds, redstem, Ammannia coccinea, and Lythraceae, represented by indian toothcup, Rotala indica, etc. Needle (Ludwigia epilobioides), and quinceweed (mexican primrose-willow, Ludwigia octovalvis), Oenotheraceae weeds, etc. japonica), dwarf ambulia (Limnophila sessiliflora), prostrate false pimpernel, Lindernia pyxidaria, and yellowseed false pimpernel (Lindernia dubia), etc. Weed, Alternanthera philoxeroides, spiny amaranth, Amaranthus spinosus, etc. Amaranthaceae weeds, Polygonaceae weeds represented by water pepper, Polygonum hydropiper, etc. ) (gooseweed, Sphenoclea zeylanica), Sphenocleaceae weeds, etc., including indian jointvetch (Aeschynomene indica), Sesbania exaltata (hemp sesbania, Sesbania), etc. (Fabaceae) weeds, devil's beggarticks, Bidens frondosa, three-lobe beggarticks, Bidens tripartita, false daisy, Eclipta prostrata, and goatweed (Ageratum conyzoides) Asteraceae weeds, Gongshimchae ( Convolvulaceae weeds represented by swamp morningglory, Ipomoea aquatica, etc., Marsileaceae weeds represented by water clover, Marsilea minuta, etc., common duckmeat, Spirodela polyrhiza, and duckweed, Lemna paucicostata) and the like, and Lemnaceae weeds, and Potamogetonaceae weeds represented by roundleaf pondweed, Potamogeton distinctus, and the like.

본 발명 조성물은, 수전에서의 사용시에는, 통상의 모내기 전 처리 및 모내기 후 처리에 더하여, 모내기 동시처리를 할 수 있다. When the composition of the present invention is used in a faucet, in addition to the usual pre-planting treatment and post-planting treatment, simultaneous treatment of rice planting can be performed.

또한, 본 발명 화합물은, 밭 및 과수원용의 제초제로서, 토양처리, 토양혼화처리 및 경엽처리의 어느 처리방법에 있어서도 사용할 수 있다. 밭잡초로는, 예를 들어, 미국개기장(fall panicum, Panicum dichotomiflorum), 샤터케인(shattercane, Sorgham bicolor), 존슨그래스(johnson grass, Sorghum halepense), 돌피(barnyard grass, Echinochloa crus-galli var. crus-galli), 좀돌피(cockspur grass, Echinochloa crus-galli var. praticola), 피(栽培ビエ)(japanese barnyard millet, Echinochloa utilis), 바랭이(southern crabgrass, Digitaria ciliaris), 사우어그래스(ススキメヒシバ)(sourgrass, Digitaria insularis), 떼바랭이(jamaican crabgrass, Digitaria horizontalis), 메귀리(wild oat, Avena fatua), 블랙그래스(blackgrass, Alopecurus myosuroides), 뚝새풀(shortawn foxtail, Alopecurus aequalis), 윈드그래스(セイヨウヌカボ)(windgrass, Apera spica-venti), 털빕새귀리(downy brome, Bromus tectorum), 쥐보리(italian ryegrass, Lolium multiflorum), 댕돌보리(rigid ryegrass, Lolium rigidum), 애기카나리새풀(littleseed canarygrass, Phalaris minor), 새포아풀(annual bluegrass, Poa annua), 왕바랭이(goosegrass, Eleusine indica), 강아지풀(green foxtail, Setaria viridis), 가을강아지풀(giant foxtail, Setaria faberi), 시그날그래스(signalgrass, Brachiaria decumbens), 그리고 미국가시풀(southern sandbur, Cenchrus echinatus) 등으로 대표되는 벼과(Poaceae)잡초, 향부자(purple nutsedge, Cyperus rotundus) 등으로 대표되는 사초과(Cyperaceae)잡초, 까마중(black nightshade, Solanum nigrum), 그리고 독말풀(jimsonweed, Datura stramonium) 등으로 대표되는 가지과(Solanaceae)잡초, 어저귀(velvetleaf, Abutilon theophrasti), 그리고 공단풀(prickly sida, Sida spinosa) 등으로 대표되는 아욱과(Malvaceae)잡초, 둥근잎나팔꽃(tall morning-glory, Ipomoea purpurea), 미국나팔꽃(ivyleaf morning-glory, Ipomoea hederacea), 그리고 애기메꽃(japanese bindweed, Calystegia hederacea) 등으로 대표되는 메꽃과(Convolvulaceae)잡초, 개비름(purple amaranth, Amaranthus lividus), 털비름(redroot pigweed, Amaranthus retroflexus), 긴이삭비름(palmer amaranth, Amaranthus palmeri), 그리고 큰키물대마(tall waterhemp, Amaranthus tuberculatus) 등으로 대표되는 비름과(Amaranthaceae)잡초, 도꼬마리(common cocklebur, Xanthium strumarium), 돼지풀(common ragweed, Ambrosia artemisiifolia), 단풍잎돼지풀(giant ragweed, Ambrosia trifida), 망초(horseweed, Conyza canadensis), 해바라기(common sunflower, Helianthus annuus), 족제비쑥(pineappleweed, Matricaria matricarioides), 털별꽃아재비(hairy galinsoga, Galinsoga ciliata), 캐나다엉겅퀴(canada thistle, Cirsium arvense), 개쑥갓(common groundsel, Senecio vulgaris), 그리고 개망초(annual fleabane, Erigeron annuus) 등으로 대표되는 국화과(Asteraceae)잡초, 개갓냉이(variableleaf yellowcress, Rorippa indica), 들갓(wild mustard, Sinapis arvensis), 그리고 냉이(shepherd's purse, Capsella bursa-pastoris) 등으로 대표되는 십자화과(Brassicaceae)잡초, 개여뀌(oriental lady's thumb, Persicaria longiseta), 그리고 나도닭의덩굴(wild buckwheat, Polygonum convolvulus) 등으로 대표되는 마디풀과(Polygonaceae)잡초, 쇠비름(common purslane, Portulaca oleracea) 등으로 대표되는 쇠비름과(Portulacaceae)잡초, 흰명아주(シロザ)(lambsquarters, Chenopodium album), 좀명아주(figleaved goosefoot, Chenopodium ficifolium), 댑싸리(kochia, Kochia scoparia), 그리고 러시아엉겅퀴(russian thistle, Salsola tragus) 등으로 대표되는 명아주과(アカザ科)(Chenopodiaceae)잡초, 별꽃(common chickweed, Stellaria media) 등으로 대표되는 석죽과(Caryophyllaceae)잡초, 큰개불알풀(persian speedwell, Veronica persica) 등으로 대표되는 질경이과(Plantaginaceae)잡초, 닭의장풀(asiatic dayflower, Commelina communis), 그리고 고깔닭의장풀(benghal dayflowe, Commelina benghalensis) 등으로 대표되는 닭의장풀과(Commelinaceae)잡초, 광대나물(henbit, Lamium amplexicaule), 그리고 자주광대나물(purple deadnettle, Lamium purpureum) 등으로 대표되는 꿀풀과(Lamiaceae)잡초, 아메리카대극(wild poinsettia, Euphorbia heterophylla), 그리고 큰땅빈대(spotted spurge, Euphorbia maculata) 등으로 대표되는 대극과(Euphorbiaceae)잡초, 갈퀴덩굴(false cleavers, Galium spurium), 그리고 꼭두서니(asian madder, Rubia akane) 등으로 대표되는 꼭두서니과(Rubiaceae)잡초, 삼색제비꽃(pansy, Viola tricolor) 등으로 대표되는 제비꽃과(Violaceae)잡초, 개양귀비(filed poppy, Papaver rhoeas) 등으로 대표되는 양귀비과(Papaveraceae)잡초, 세스바니아 엑살타타(hemp sesbania, Sesbania exaltata), 그리고 결명자(sicklepod, Cassia obtusifolia) 등으로 대표되는 콩과(Fabaceae)잡초, 그리고 괭이밥(creeping woodsorrel, Oxalis corniculata) 등으로 대표되는 괭이밥과(Oxalidaceae)잡초 등을 들 수 있다.Further, the compound of the present invention can be used as a herbicide for fields and orchards, in any treatment method of soil treatment, soil admixture treatment and foliage treatment. Field weeds include, for example, fall panicum (Panicum dichotomiflorum), shattercane (Sorgham bicolor), Johnson grass (Sorghum halepense), barnyard grass (Echinochloa crus-galli var. crus-galli), cockspur grass (Echinochloa crus-galli var. praticola), blood (栽培bie) (japanese barnyard millet, Echinochloa utilis), sourdough crabbaskiss (Digitaria ciliaris), sourgrass sourgrass, Digitaria insularis), jamaican crabgrass, Digitaria horizontalis, wild oat, Avena fatua, blackgrass (Alopecurus myosuroides), shortawn foxtail (Alopecurus aequalis), windgrass (windgrass, Apera spica-venti), downy brome, Bromus tectorum, italian ryegrass, Lolium multiflorum, rigid ryegrass, Lolium rigidum, littleseed canarygrass, Phalaris minor , annual bluegrass, Poa annua, goosegrass, Eleusine indica, green foxtail, Setaria viridis, giant foxtail, Setaria faberi, signalgrass (Brachiaria decumbens), southern sandbur , Cenchrus echinatus), etc. Poaceae weeds, Cyperaceae weeds represented by purple nutsedge, Cyperus rotundus, black nightshade, Solanum nigrum, and jimsonweed, Datura stramonium, etc. Solanaceae weeds, velvetleaf, Abutilon theophrasti, and prickly sida, Sida spinosa, etc., represented by Malvaceae weeds, round morning glory (tall morning-glory, Ipomoea purpurea) Convolvulaceae, represented by ivyleaf morning-glory, Ipomoea hederacea, and japanese bindweed, Calystegia hederacea, purple amaranth, Amaranthus lividus, redroot pigweed, redroot pigweed retroflexus), palmer amaranth (Amaranthus palmeri), and tall waterhemp (Amaranthus tuberculatus) weeds of Amaranthaceae, common cocklebur (Xanthium strumarium), common ragweed , Ambrosia artemisiifolia), maple leaf ragweed (giant ragweed, Ambrosia trifida), horseweed (Conyza canadensis), sunflower (common sunflower, Helianthus annuus), pineappleweed (Galinsotricaria matricarioides), galinsoga (Matricaria matricarioides), hairy galinsoga ga ciliata), canada thistle (Cirsium arvense), common groundsel, Senecio vulgaris, and annual fleabane, Erigeron annuus, Asteraceae weeds, variableleaf yellowcress, Rorippa indica), wild mustard (Sinapis arvensis), and wasp (shepherd's purse, Capsella bursa-pastoris), Brassicaceae weeds, oriental lady's thumb (Persicaria longiseta), and wild Polygonaceae weeds represented by buckwheat, Polygonum convolvulus, etc., Portulacaceae weeds represented by common purslane, Portulaca oleracea, etc., lambsquarters, Chenopodium album, Representatives of figleaved goosefoot, Chenopodium ficifolium, kochia, Kochia scoparia, and Russian thistle (Salsola tragus), such as Chenopodiaceae, and common media chickweed, Stellaria media chickweed, etc. Represented by Plantaginaceae weeds represented by Caryophyllaceae weeds, Persian speedwell, Veronica persica, asiatic dayflower, Commelina communis, and benghal dayflowe, Commelina benghalensis chicken coop Lamiaceae weeds represented by Commelinaceae weeds, henbit, Lamium amplexicaule, and purple deadnettle, Lamium purpureum, wild poinsettia, Euphorbia heterophylla, and large land Euphorbiaceae weeds represented by spotted spurge, Euphorbia maculata, etc., false cleavers, Galium spurium, and rubiaceae weeds represented by asian madder, Rubia akane, tricolor weeds (pansy, Viola tricolor), etc., represented by Violaceae weeds, field poppy (filed poppy, Papaver rhoeas), etc. Papaveraceae weeds, sesbania exaltata (hemp sesbania, Sesbania exaltata), and sicklepod and Cassia obtusifolia), and the like, and Oxalidaceae, typified by creeping woodsorrel, Oxalis corniculata, and the like.

또한, 본 발명 화합물은, 수전, 밭 및 과수원 등의 농원예분야 이외에 잔디밭, 운동장, 공지, 도로변, 및 선로단 등 비농경지에 있어서, 토양처리, 토양혼화처리 및 경엽처리의 어느 처리방법에 있어서도 사용할 수 있다. 그 잡초로는, 밭 및 과수원용 잡초에서 서술한 것에 더하여, 새포아풀(annual bluegrass, Poa annua), 서양민들레(dandelion, Taraxacum officinale), 실망초(hairy fleabane, Conyza bonariensis), 망초(horseweed, Conyza canadensis), 큰망초(guernsey fleabane, Conyza sumatrensis), 황새냉이(wavy bittercress, Cardamine flexuosa), 토끼풀(white clover, Trifolium repens), 피막이풀(lawn pennywort, Hydrocotyle sibthorpioides), 질경이(Chinese plantain, Plantago asiatica), 파대가리(green kyllinga, Kyllinga brevifolia), 쇠뜨기(field horsetail, Equisetum arvense) 등을 들 수 있다.In addition, the compound of the present invention can be used in any treatment method of soil treatment, soil admixture treatment and foliage treatment in non-agricultural land such as lawns, playgrounds, public lands, roadsides, and railroads in addition to agricultural and horticultural fields such as paddy fields, fields and orchards can be used The weeds include, in addition to those described in Field and Orchard Weeds, annual bluegrass (Poa annua), dandelion (Taaxacum officinale), hairy fleabane (Conyza bonariensis), horseweed (Conyza) canadensis), guernsey fleabane (Conyza sumatrensis), horseradish (wavy bittercress, Cardamine flexuosa), white clover (Trifolium repens), lawn pennywort (Hydrocotyle sibthorpioides), Chinese planago (Chinese asiaticatain), Plantago asiaticatain, Plantago , green kyllinga (Kyllinga brevifolia), and horsetail (field horsetail, Equisetum arvense).

나아가, 본 발명 조성물은, 유용식물, 또는, 유용식물을 생육시키고자 하는 혹은 생육하고 있는 장소, 또는 비농경지에 대하여, 동시에 또는 분할하여 작용시킴으로써, 유용식물에 대하여 바람직하지 않은 식물의 성장을 제어할 수 있다. 한편, 상기 유용식물로는, 밭작물 혹은 수전작물, 원예작물, 잔디, 과수 등을 포함한다.Furthermore, the composition of the present invention controls the growth of undesirable plants for useful plants by acting simultaneously or separately on useful plants, or places where useful plants are to be grown or grown, or non-agricultural land. can do. On the other hand, the useful plants include field crops or field crops, horticultural crops, lawns, fruit trees, and the like.

한편, 본 발명에서 말하는 유용식물로는, 구체적으로는 예를 들어, 옥수수, 벼, 밀, 대맥, 호밀, 귀리, 수수, 목화, 대두, 피넛, 메밀, 비트, 유채씨, 해바라기, 사탕수수 및 담배 등의 농작물류; 가지과 야채(가지, 토마토, 피망, 고추, 감자 등), 박과 야채(오이, 호박, 애호박, 수박, 멜론 등), 십자화과 야채(무, 순무, 고추냉이, 콜라비, 배추, 양배추, 겨자, 브로콜리, 컬리플라워 등), 국화과 야채(우엉, 쑥갓, 아티초크, 레터스 등), 백합과 야채(파, 양파, 마늘, 아스파라거스), 미나리과 야채(당근, 파슬리, 셀러리, 파스닙 등), 명아주과 야채(アカザ科野菜)(시금치, 근대 등), 꿀풀과 야채(차조기, 민트, 바질 등), 딸기, 고구마, 참마 및 토란 등의 야채류; 인과류(사과, 서양배, 일본배, 모과, 마르멜로 등), 핵과류(복숭아, 자두, 넥타린, 매실, 앵두, 살구, 푸룬 등), 감귤류(온주밀감, 오렌지, 레몬, 라임, 그레이프후르츠 등), 견과류(밤, 호두, 개암, 아몬드, 피스타치오, 캐슈넛, 마카다미아넛 등), 액과류(블루베리, 크랜베리, 블랙베리, 라즈베리 등), 포도, 감, 올리브, 비파, 바나나, 커피, 대추야자, 코코야자 및 기름야자 등의 과실류; 차, 뽕나무, 가로수(물푸레나무, 자작나무, 미국산딸나무, 유칼립투스, 은행나무, 라일락, 단풍나무(カエデ), 떡갈나무, 미루나무, 박태기나무, 단풍(フウ), 플라타너스, 느티나무, 지빵나무, 전나무, 솔송나무, 노간주나무, 소나무, 등피, 주목, 느릅나무, 칠엽수 등), 산호수, 나한송, 삼나무, 노송나무, 크로톤, 사철나무 및 홍가시나무 등의 과수 이외의 수목류; 잔디류(들잔디, 금잔디 등), 버뮤다그래스류(우산잔디 등), 벤트그래스류(겨이삭, 애기겨이삭, 들겨이삭 등), 블루그래스류(캔터키 블루그래스, 큰새포아풀 등), 페스크류(큰김의털(オニウシノケグサ), 왕김의털(イトウシノケグサ), 크리핑레드 페스크(ハイウシノケグサ) 등), 라이그래스류(쥐보리, 페레니얼 라이그래스(ホソムギ), 이탈리안그래스 등), 새발풀 및 큰조아재비 등의 잔디밭류; 오일팜 및 동유수 등의 유량작물류; 화훼류(장미, 카네이션, 국화, 꽃도라지, 안개꽃, 거베라, 매리골드, 사루비아, 피튜니아, 버베나, 튤립, 애스터, 용담, 백합, 팬지, 시클라멘, 난, 은방울꽃, 라벤더, 스톡, 모란채, 프리뮬러, 포인세티아, 글라디올러스, 카틀레야, 데이지, 버베나, 심비듐, 베고니아 등); 관엽식물 등을 들 수 있으나 이들로 한정되는 것은 아니다.On the other hand, as useful plants in the present invention, specifically, for example, corn, rice, wheat, barley, rye, oats, sorghum, cotton, soybeans, peanuts, buckwheat, beets, rapeseed, sunflower, sugarcane and agricultural products such as tobacco; Solanaceous vegetables (eggplant, tomato, bell pepper, red pepper, potato, etc.), gourd vegetables (cucumber, pumpkin, zucchini, watermelon, melon, etc.), cruciferous vegetables (radish, turnip, wasabi, kohlrabi, Chinese cabbage, cabbage, mustard, Broccoli, cauliflower, etc.), Asteraceae vegetables (burdock, mugwort, artichoke, lettuce, etc.), lily vegetables (leeks, onions, garlic, asparagus), buttercups (carrots, parsley, celery, parsnip, etc.), codfish vegetables (アカザ科ノ菜) (spinach, beetroot, etc.), Lamiaceae vegetables (perilla, mint, basil, etc.), strawberries, sweet potatoes, yam, and taro vegetables; Caustic fruits (apples, pears, Japanese pears, quince, quince, etc.), core fruits (peach, plum, nectarine, plum, cherry, apricot, prunes, etc.), citrus fruits (wholeberry, orange, lemon, lime, grapefruit, etc.) etc.), nuts (chestnuts, walnuts, hazelnuts, almonds, pistachios, cashews, macadamia nuts, etc.), fruits (blueberries, cranberries, blackberries, raspberries, etc.), grapes, persimmons, olives, loquats, bananas, coffee, fruits such as date palms, coco palms and oil palms; Tea, mulberry, roadside trees (ash, birch, american hawthorn, eucalyptus, ginkgo, lilac, maple (caede), oak, cottonwood, sagebrush, maple (fu), sycamore, zelkova, hollywood , fir, hemlock, juniper, pine, wisteria, yew, elm, horse chestnut, etc.), coral trees, cypress, cedar, cypress, croton, cypress, and rhododendron other than fruit trees; Grasses (wild grass, golden grass, etc.), Bermuda grass (umbrella grass, etc.), bentgrass (bengrass, baby bran, wild bran, etc.), bluegrass (Kentucky bluegrass, chrysanthemum grass, etc.) Hair (oniusinogasa), king seaweed hair (itoushinokagsa), creeping red pesk (hyusinogasa, etc.), ryegrass (grass barley, perennial ryegrass (homogsa), Italian grass, etc.) of lawns; flow crops such as oil palm and dong oil water; Flowers (rose, carnation, chrysanthemum, bellflower, mistletoe, gerbera, marigold, saruvia, petunia, verbena, tulip, aster, gentian, lily, pansy, cyclamen, orchid, lily of the valley, lavender, stock, peony, primula, poinsettia , gladiolus, cattleya, daisy, verbena, cymbidium, begonia, etc.); and houseplants, but are not limited thereto.

또한, 본 발명에서 말하는 유용식물로는, 이속사플루톨 등의 HPPD저해제, 이마제타피르, 티펜설푸론메틸 등의 ALS저해제, 글리포세이트 등의 EPSP합성 효소저해제, 글루포시네이트 등의 글루타민합성 효소저해제, 세톡시딤 등의 아세틸CoA카르복실라아제저해제, 플루미옥사진 등의 PPO저해제, 브로목시닐, 디캄바 및 2,4-D 등의 제초제에 대한 내성을 고전적인 육종법, 그리고 유전자재조합기술에 의해 부여된 식물도 포함된다.In addition, useful plants referred to in the present invention include HPPD inhibitors such as isoxaflutol, ALS inhibitors such as imazetapyr and thifensulfuronmethyl, EPSP synthase inhibitors such as glyphosate, glutamine synthesis such as glufosinate Enzyme inhibitors, acetyl-CoA carboxylase inhibitors such as setoxydim, PPO inhibitors such as flumioxazine, and herbicides such as bromoxynil, dicamba and 2,4-D classical breeding methods and genes Plants imparted by recombinant technology are also included.

고전적인 육종법에 의해 내성이 부여된 「농원예용 식물」의 예로서, 이마제타피르 등의 이미다졸리논계 ALS저해형 제초제에 내성인 유채씨, 밀, 해바라기, 벼, 옥수수가 있고 Clearfield<등록상표>의 상품명으로 이미 판매되고 있다.Examples of "agricultural and horticultural plants" to which tolerance is imparted by the classical breeding method include rapeseed, wheat, sunflower, rice, and corn, which are resistant to imidazolinone ALS inhibitory herbicides such as imazetapyr, and Clearfield<registered trademark > is already sold under the trade name.

마찬가지로, 고전적인 육종법에 의한 티펜설푸론메틸 등의 설포닐우레아계 ALS저해형 제초제에 내성인 대두가 있고, STS대두의 상품명으로 이미 판매되고 있다. 마찬가지로 고전적인 육종법에 의해 트리온옥심계, 아릴옥시페녹시프로피온산계 제초제 등의 아세틸CoA카르복실라아제저해제에 내성이 부여된 농원예용 식물의 예로서 SR콘 등이 있다. 아세틸CoA카르복실라아제저해제에 내성이 부여된 농원예용 식물은 프로시딩·오브·더·내셔널·아카데미·오브·사이언시즈·오브·디·유나이티드·스테이츠·오브·아메리카(Proc.Natl.Acad.Sci.USA) 87권, 7175~7179페이지(1990년) 등에 기재되어 있다. 또한 아세틸CoA카르복실라아제저해제에 내성인 변이 아세틸CoA카르복실라아제가 위드·사이언스(Weed Science) 53권, 728~746페이지(2005년) 등에 보고되어 있고, 이러한 변이 아세틸CoA카르복실라아제 유전자를 유전자재조합기술에 의해 식물에 도입하거나 혹은 저항성 부여에 관련된 변이를 작물 아세틸CoA카르복실라아제에 도입함으로써, 아세틸CoA카르복실라아제저해제에 내성인 식물을 작출할 수 있다. 나아가, 키메라플라스틱 기술(Gura T. 1999. Repairing the Genome's Spelling Mistakes. Science 285: 316-318)로 대표되는 염기치환변이도입 핵산을 식물세포 내에 도입하여 작물(아세틸CoA카르복실라아제/제초제 표적)유전자에 부위특이적 아미노산치환변이를 일으킴으로써, 아세틸CoA카르복실라아제저해제/제초제에 내성인 식물을 작출할 수 있다.Similarly, there are soybeans that are resistant to sulfonylurea-based ALS inhibitory herbicides such as thifensulfuronmethyl by the classical breeding method, and are already sold under the trade name of STS soybean. Similarly, examples of agricultural and horticultural plants that have been given resistance to acetyl-CoA carboxylase inhibitors such as trionoxime and aryloxyphenoxypropionic acid herbicides by classical breeding methods include SR corn and the like. Agro-horticultural plants that have been given resistance to acetyl-CoA carboxylase inhibitors are Proc. Natl. Acad. Sci.USA) vol.87, pp. 7175-7179 (1990), etc. In addition, mutated acetyl CoA carboxylase resistant to acetyl CoA carboxylase inhibitors have been reported in Weed Science, Volume 53, pp. 728 to 746 (2005), etc., and such mutated acetyl CoA carboxylase Plants resistant to acetyl-CoA carboxylase inhibitors can be produced by introducing genes into plants by recombination techniques or by introducing mutations related to the conferring of resistance into crop acetyl-CoA carboxylase. Furthermore, a nucleotide substitution mutagenesis nucleic acid represented by chimeric plastic technology (Gura T. 1999. Repairing the Genome's Spelling Mistakes. Science 285: 316-318) is introduced into plant cells to produce crops (acetyl CoA carboxylase/herbicide target) By generating site-specific amino acid substitution mutations in genes, plants resistant to acetyl-CoA carboxylase inhibitors/herbicides can be constructed.

유전자재조합기술에 의해 내성을 부여된 농원예용 식물의 예로서, 글리포세이트내성의 옥수수, 대두, 목화, 유채씨, 사탕무 품종이 있고, 라운드업레디(RoundupReady)<등록상표>, 어그리슈어·GT(AgrisureGT)<등록상표> 등의 상품명으로 이미 판매되고 있다. 마찬가지로 유전자재조합기술에 의한 글루포시네이트내성의 옥수수, 대두, 목화, 유채씨 품종이 있고, 리버티링크(Libertylink)<등록상표> 등의 상품명으로 이미 판매되고 있다. 마찬가지로 유전자재조합기술에 의한 브로목시닐내성의 목화는 BXN의 상품명으로 이미 판매되고 있다.Examples of agricultural and horticultural plants that are endowed with tolerance by genetic recombination technology include glyphosate-resistant corn, soybean, cotton, rapeseed, and sugar beet varieties, including RoundupReady <registered trademark>, Agrisure· GT (AgrisureGT) <registered trademark> is already sold under the brand name. Similarly, there are glufosinate-resistant corn, soybean, cotton, and rapeseed varieties by genetic recombination technology, and they are already sold under trade names such as Libertylink <registered trademark>. Similarly, bromoxynil-resistant cotton by genetic recombination technology is already sold under the trade name of BXN.

상기 「농원예용 식물」에는, 유전자재조합기술을 이용하여, 예를 들어, 바실러스속으로 알려져 있는 선택적 독소 등을 합성하는 것이 가능해진 식물도 포함된다.The above-mentioned "agricultural and horticultural plants" also includes plants capable of synthesizing, for example, a selective toxin known to the genus Bacillus, etc. by using genetic recombination technology.

이러한 유전자재조합식물에서 발현되는 살충성 독소로는, 예를 들어 바실러스·세레우스(Bacillus cereus)나 바실러스·포필리애(Bacillus popilliae) 유래의 살충성 단백; 바실러스·튜링겐시스(Bacillus thuringiensis) 유래의 Cry1Ab, Cry1Ac, Cry1F, Cry1Fa2, Cry2Ab, Cry3A, Cry3Bb1 또는 Cry9C 등의 δ-엔도톡신, VIP1, VIP2, VIP3 또는 VIP3A 등의 살충성 단백; 선충유래의 살충성 단백; 전갈독소, 거미독소, 벌독소 또는 곤충특이적 신경독소 등의 동물에 의해 생산되는 독소; 사조균류독소; 식물렉틴; 아글루티닌; 트립신저해제, 세린프로테아제저해제, 팩틴, 시스타틴, 파파인저해제 등의 프로테아제저해제; 리신, 옥수수-RIP, 아브린, 사포린, 브리오진(ブリオジン) 등의 리보솜불활성화 단백(RIP); 3-하이드록시스테로이드옥시다아제, 엑디스테로이드-UDP-글루코실트랜스페라아제, 콜레스테롤옥시다아제 등의 스테로이드 대사효소; 엑디손저해제; HMG-CoA리덕타아제; 나트륨채널저해제, 칼슘채널저해제 등의 이온채널저해제; 유약 호르몬에스테라아제; 이뇨호르몬 수용체; 스틸벤신타아제; 비벤질신타아제; 키티나아제; 글루카나아제 등을 들 수 있다.Examples of the insecticidal toxin expressed in such recombinant plants include insecticidal proteins derived from Bacillus cereus and Bacillus popilliae; Bacillus thuringiensis derived from Cry1Ab, Cry1Ac, Cry1F, Cry1Fa2, Cry2Ab, Cry3A, Cry3Bb1 or δ-endotoxin such as Cry9C, insecticidal proteins such as VIP1, VIP2, VIP3 or VIP3A; nematode-derived insecticidal protein; toxins produced by animals, such as scorpion toxin, spider toxin, bee toxin, or insect-specific neurotoxin; algae toxin; plant lectins; aglutinin; protease inhibitors such as trypsin inhibitors, serine protease inhibitors, pectin, cystatin, and papain inhibitors; ribosome inactivating proteins (RIPs) such as ricin, corn-RIP, abrin, saporin, and briogin; steroid metabolizing enzymes such as 3-hydroxysteroid oxidase, ecdysteroid-UDP-glucosyltransferase, and cholesterol oxidase; ecdysone inhibitors; HMG-CoA reductase; ion channel inhibitors such as sodium channel inhibitors and calcium channel inhibitors; glaze hormone esterase; diuretic hormone receptor; stilbensinthase; bibenzyl synthase; chitinase; glucanase etc. are mentioned.

또한, 이러한 유전자재조합식물에서 발현되는 독소로서, Cry1Ab, Cry1Ac, Cry1F, Cry1Fa2, Cry2Ab, Cry3A, Cry3Bb1 또는 Cry9C 등의 δ-엔도톡신 단백, VIP1, VIP2, VIP3 또는 VIP3A 등의 살충성 단백의 하이브리드독소, 일부를 결손한 독소, 수식된 독소도 포함된다. 하이브리드독소는 재조합기술을 이용하여, 이들 단백의 상이한 도메인의 새로운 조합에 의해 만들어진다. 일부를 결손한 독소로는, 아미노산배열의 일부를 결손한 Cry1Ab가 알려져 있다. 수식된 독소로는, 천연형 독소인 아미노산의 1개 또는 복수가 치환되어 있다.In addition, as toxins expressed in these recombinant plants, δ-endotoxin proteins such as Cry1Ab, Cry1Ac, Cry1F, Cry1Fa2, Cry2Ab, Cry3A, Cry3Bb1 or Cry9C, hybrid toxins of insecticidal proteins such as VIP1, VIP2, VIP3 or VIP3A, A toxin with a partial deletion and a modified toxin are also included. Hybrid toxins are created by a new combination of different domains of these proteins using recombinant technology. As a toxin having a partial deletion, Cry1Ab having a partial deletion of the amino acid sequence is known. As a modified toxin, one or more amino acids which are a natural toxin are substituted.

이들 독소의 예 및 이들 독소를 합성할 수 있는 재조합식물은, 예를 들어 EP-A-0374753, WO93/07278, WO95/34656, EP-A-0427529, EP-A-451878, WO03/052073 등의 특허문헌에 기재되어 있다. 이들 재조합식물에 포함되는 독소는, 특히, 초시목해충, 쌍시목해충, 인시목해충에의 내성을 식물에 부여한다.Examples of these toxins and recombinant plants capable of synthesizing these toxins are, for example, EP-A-0374753, WO93/07278, WO95/34656, EP-A-0427529, EP-A-451878, WO03/052073, etc. It is described in the patent literature. Toxins contained in these recombinant plants, in particular, impart resistance to herbivorous tree pests, double tree pests, and Lepidoptera pests to plants.

또한, 1개 혹은 복수의 살충성의 해충저항성 유전자를 포함하고, 1개 또는 복수의 독소를 발현하는 유전자재조합식물은 이미 알려져 있으며, 몇가지 것들은 시판되고 있다. 이들 유전자재조합식물의 예로서, 일드가드(YieldGard)<등록상표>(Cry1Ab독소를 발현하는 옥수수 품종), 일드가드 루트웜(YieldGard Rootworm)<등록상표>(Cry3Bb1독소를 발현하는 옥수수 품종), 일드가드 플러스(YieldGard Plus)<등록상표>(Cry1Ab와 Cry3Bb1독소를 발현하는 옥수수 품종), 허큘렉스 I(Herculex I)<등록상표>(Cry1Fa2독소와 글루포시네이트에의 내성을 부여하기 위한 포스피노트리신 N-아세틸트랜스페라아제(PAT)를 발현하는 옥수수 품종), NuCOTN33B<등록상표>(Cry1Ac독소를 발현하는 목화 품종), 볼가드 I(Bollgard I)<등록상표>(Cry1Ac독소를 발현하는 목화 품종), 볼가드 II(Bollgard II)<등록상표>(Cry1Ac와 Cry2Ab독소를 발현하는 목화 품종), VIPCOT<등록상표>(VIP독소를 발현하는 목화 품종), 뉴리프(NewLeaf)<등록상표>(Cry3A독소를 발현하는 감자 품종), 네이처가드 어그리슈어 GT 어드밴티지(NatureGard<등록상표> Agrisure<등록상표> GT Advantage)(GA21글리포세이트내성 형질), 어그리슈어 CB 어드밴티지(Agrisure<등록상표> CB Advantage)(Bt11 콘보러(コ-ンボ-ラ-)(CB)형질), 프로텍타(Protecta)<등록상표> 등을 들 수 있다.In addition, recombinant plants containing one or more insecticidal insect resistance genes and expressing one or more toxins are already known, and several are commercially available. Examples of these recombinant plants include YieldGard <registered trademark> (a corn variety expressing Cry1Ab toxin), YieldGard Rootworm <registered trademark> (a corn variety expressing Cry3Bb1 toxin), and Yield YieldGard Plus <registered trademark> (corn cultivars expressing Cry1Ab and Cry3Bb1 toxin), Herculex I <registered trademark> (phosphinotry for conferring resistance to Cry1Fa2 toxin and glufosinate) Corn cultivar expressing neo-N-acetyltransferase (PAT)), NuCOTN33B<registered trademark> (cotton cultivar expressing Cry1Ac toxin), Bollgard I <registered trademark> (cotton expressing Cry1Ac toxin) cultivar), Bollgard II <registered trademark> (cotton cultivar expressing Cry1Ac and Cry2Ab toxin), VIPCOT <registered trademark> (cotton cultivar expressing VIP toxin), NewLeaf <registered trademark> (potato varieties expressing Cry3A toxin), NatureGard® Agrisure® GT Advantage (GA21 glyphosate resistance trait), Agrisure® CB Advantage (Agrisure®) > CB Advantage) (Bt11 convorer (コ-nボ-la-) (CB) trait), Protecta <registered trademark>, etc. are mentioned.

상기 유용식물에는, 유전자재조합기술을 이용하여, 선택적인 작용을 갖는 항병원성 물질을 생산하는 능력이 부여된 것도 포함된다.The useful plant has the ability to produce an antipathogenic substance having a selective action by using genetic recombination technology. Included are those given.

항병원성 물질로는, 예를 들어 PR단백(PRPs, EP-A-0392225에 기재되어 있다); 나트륨채널저해제, 칼슘채널저해제(바이러스가 생산하는 KP1, KP4, KP6독소 등이 알려져 있다) 등의 이온채널저해제; 스틸벤신타아제; 비벤질신타아제; 키티나아제; 글루카나아제; 펩티드항생물질, 헤테로환을 갖는 항생물질, 식물병해저항성에 관여하는 단백인자(식물병해저항성 유전자라고 불리며, WO03/000906에 기재되어 있다) 등의 미생물이 생산하는 물질 등을 들 수 있다. 이러한 항병원성 물질과 그것을 생산하는 유전자재조합식물은, EP-A-0392225, WO95/33818, EP-A-0353191 등에 기재되어 있다.Antipathogenic substances include, for example, PR proteins (PRPs, described in EP-A-0392225); ion channel inhibitors such as sodium channel inhibitors and calcium channel inhibitors (KP1, KP4, KP6 toxins produced by viruses are known); stilbensinthase; bibenzyl synthase; chitinase; glucanase; and substances produced by microorganisms such as peptide antibiotics, antibiotics having a heterocyclic ring, and protein factors involved in plant disease resistance (referred to as plant disease resistance genes and described in WO03/000906). Such antipathogenic substances and recombinant plants producing them are described in EP-A-0392225, WO95/33818, EP-A-0353191, and the like.

상기 유용식물에는, 유전자재조합기술을 이용하여, 유량(油糧)성분 개질이나 아미노산 함량 증강형질 등의 유용형질을 부여한 작물도 포함된다. 예로서, VISTIVE<등록상표>(리놀렌 함량을 저감시킨 저리놀렌 대두) 혹은, high-lysine(hig hoil) corn(라이신 혹은 오일 함유량을 증량한 콘) 등을 들 수 있다.The useful plants include crops to which useful traits such as flow rate component modification or amino acid content enhancement traits are imparted using genetic recombination technology. Examples include VISTIVE <registered trademark> (low linolenic soybeans with reduced linolene content) or high-lysine (hig hoil) corn (corn with increased lysine or oil content).

나아가, 상기의 고전적인 제초제형질 혹은 제초제내성 유전자, 살충성 해충저항성 유전자, 항병원성 물질생산유전자, 유량성분 개질이나 아미노산 함량 증강형질 등의 유용형질에 대해서, 이들을 복수 조합한 스택 품종도 포함된다.Furthermore, with respect to useful traits such as the classical herbicide trait or herbicide tolerance gene, insecticidal pest resistance gene, antipathogenic substance production gene, flow component modification or amino acid content enhancement trait, stack varieties combining a plurality of these are also included.

본 발명 화합물은 필요에 따라 제제 또는 산포시에 타종의 제초제, 각종 살충제, 살균제, 식물생장조절제 또는 공력제 등과 혼합시용할 수도 있다.If necessary, the compound of the present invention may be mixed with other herbicides, various insecticides, fungicides, plant growth regulators or synergists, etc. at the time of formulation or dispersion.

특히, 다른 제초제와 혼합시용함으로써, 시용약량의 감소에 의한 저비용화, 혼합약제의 상승작용에 의한 살초 스펙트럼의 확대나, 보다 높은 살초효과를 기대할 수 있다. 이 때, 동시에 복수의 공지 제초제와의 조합도 가능하다.In particular, by mixing application with other herbicides, cost reduction due to a decrease in the amount of application agent, broadening of the herbicidal spectrum due to the synergistic action of the mixed agent, and higher herbicidal effect can be expected. At this time, it is also possible to combine with a plurality of known herbicides at the same time.

본 발명 화합물과 혼합사용되는 것에 바람직한 제초제로는, 예를 들어, 4-CPA(4-CPA), 4-CPA의 염(4-CPA-salts), 4-CPB(4-CPB), 4-CPP(4-CPP), 2,4-D(2,4-D, 2,4-PA), 2,4-D의 염(2,4-D-salts), 2,4-D의 에스테르(2,4-D-esters), 3,4-DA(3,4-DA), 2,4-DB(2,4-DB), 2,4-DB의 염(2,4-DB-salts), 2,4-DB의 에스테르(2,4-DB-esters), 3,4-DB(3,4-DB), 2,4-DEB(2,4-DEB), 2,4-DEP(2,4-DEP), 3,4-DP(3,4-DP), 2,4,5-T(2,4,5-T), 2,4,5-T의 염(2,4,5-T-salts), 2,4,5-T의 에스테르(2,4,5-T-esters), 2,4,5-TB(2,4,5-TB), 2,3,6-TBA(2,3,6-TBA, TCBA), 2,3,6-TBA의 염(2,3,6-TBA-salts), 아세토클로르(acetochlor), 아시플루오르펜(acifluorfen), 아시플루오르펜메틸(acifluorfen-methyl), 아시플루오르펜나트륨(acifluorfen-sodium), 아클로니펜(aclonifen), 아크롤레인(acrolein), 알라클로르(alachlor), 알리도클로르(allidochlor, CDAA), 알록시딤(alloxydim), 알록시딤나트륨(alloxydim-sodium), 알릴알코올(allyl alchol), 알로락(alorac), 아메트리디온(ametridione), 아메트린(ametryn), 아미부진(amibuzin), 아미카르바존(amicarbazone), 아미도클로르(amidochlor), 아미도설푸론(amidosulfuron), 아미노시클로피라클로르(aminocyclopyrachlor), 아미노시클로피라클로르메틸(aminocyclopyrachlor-methyl), 아미노시클로피라클로르칼륨(aminocyclopyrachlor-potassium), 아미노피랄리드(aminopyralid), 아미노피랄리드의 염(aminopyralid-salts), 아미프로포스(amiprophos), 아미프로포스메틸(amiprophos-methyl), 아미트롤(amitrole, aminotriazole, ATA), 설파민산암모늄(ammonium sulfamate, AMS), 아닐로포스(anilofos), 아니수론(anisuron), 아설람(asulam), 아설람의 염(asulam-salts), 안트라톤(atraton), 안트라진(atrazine), 아자페니딘(azafenidin), 아짐설푸론(azimsulfuron), 아지프로트린(aziprotryne, azyprotryn), 바르반(barban, CBN), BCPC(BCPC), 베플루부타미드(beflubutamid), 베플루부타미드M(beflubutamid-M), 베나졸린(benazolin), 베나졸린에틸(benazolin-ethyl), 베나졸린의 염(benazolin-salts), 벤카르바존(bencarbazone), 벤플루랄린(benfluralin, benefin), 벤푸레세이트(benfuresate), 벤설푸론(bensulfuron), 벤설푸론메틸(bensulfuron-methyl), 벤설라이드(bensulide, SAP), 벤타존(bentazon, bentazone), 벤타존나트륨(bentazone-sodium), 벤트라닐(bentranil), 벤자독스(benzadox), 벤자독스암모늄(benzadox-ammonium), 벤즈펜디존(benzfendizone), 벤지프람(benzipram), 벤조비시클론(benzobicyclon), 벤조페나프(benzofenap), 벤조플루오르(benzofluor), 벤조일프로프(benzoylprop), 벤조일프로프에틸(benzoylprop-ethyl), 벤즈티아주론(benzthiazuron), 비시클로피론(bicyclopyrone), 비페녹스(bifenox), 빌라나포스(bilanafos, bialaphos), 빌라나포스나트륨(bilanafos-sodium), 비나파크릴(binapacryl), 비스피리박(bispyribac), 비스피리박나트륨(bispyribac-sodium), 빅슬로존(bixlozone), 보락스(borax), 브로마실(bromacil), 브로마실의 염(bromacil-salts), 브로모보닐(bromobonil), 브로모부타이드(bromobutide), 브로모페녹심(bromofenoxim), 브로모피라존(bromopyrazon), 브로목시닐(bromoxynil), 브로목시닐칼륨(bromoxynil-potassium), 브로목시닐의 에스테르(bromoxynil-esters), 부타클로르(butachlor), 부타페나실(butafenacil), 부타미포스(butamifos), 부테나클로르(butenachlor), 부트랄린(butralin, butraline), 부티다졸(buthidazole), 부티우론(buthiuron), 부트록시딤(butroxydim), 부투론(buturon), 부티레이트(ブチレ-ト, butylate), 카펜스트롤(cafenstrole), 칼슘시안아미드(calcium cyanamide), 캄벤디클로르(cambendichlor), 염소산칼슘(calcium chlorate), 카바설람(carbasulam), 카베타마이드(carbetamide), 카르복사졸(carboxazole), 카펜트라존(carfentrazone), 카펜트라존에틸(carfentrazone-ethyl), CDEA(CDEA), CEPC(CEPC), 클로메톡시펜(chlomethoxyfen, chlomethoxynil), 클로람벤(chloramben), 클로람벤의 염(chloramben-salts), 클로람벤메틸(chloramben-methyl), 클로람벤메틸암모늄(chloramben-methylammonium), 클로라노크릴(chloranocryl, dicryl), 클로라지포프(chlorazifop), 클로라지포프프로파르길(chlorazifop-propargyl), 클로라진(chlorazine), 클로르브로무론(chlorbromuron), 클로르부팜(chlorbufam, BIPC), 클로레투론(chloreturon), 클로르페낙(chlorfenac, fenac), 클로르페낙의 염(chlorfenac-salts), 클로르펜프로프(chlorfenprop), 클로르펜프로프메틸(chlorfenprop-methyl), 클로르플루라졸(chlorflurazole), 클로르플루레놀(chlorflurenol), 클로르플루레놀메틸(chlorflurenol-methyl), 클로리다존(chloridazon, PAC, pyrazon), 클로리무론(chlorimuron), 클로리무론에틸(chlorimuron-ethyl), 클로르니딘(chlornidine), 클로르니트로펜(chlornitrofen, CNP), 클로로아세트산(chloroacetic acid, monochloroacetic acid), 클로로아세트산나트륨(sodium chloroacetate, SMA), 클로로톨루론(chlorotoluron), 클로록수론(chloroxuron), 클로록시닐(chloroxynil), 클로르프로카브(chlorprocarb), 클로르프탈림(chlorphtalim), 클로르프로팜(chlorpropham, IPC), 클로르설푸론(chlorsulfuron), 클로르탈(chlorthal, TCTP), 클로르탈의 에스테르(chlorthal-esters), 클로르티아미드(chlorthiamid, DCBN), 시니돈에틸(cinidon-ethyl), 신메틸린(cinmethylin), 시노설푸론(cinosulfuron), 시스아닐리드(cisanilide), 클라시포스(clacyfos), 클레토딤(clethodim), 클리오디네이트(cliodinate), 클로디나포프(clodinafop), 클로디나포프프로파르길(clodinafop-propargyl), 클로포프(clofop), 클로포프이소부틸(clofop-isobutyl), 클로마존(clomazone), 클로메프로프(clomeprop), 클로프로프(cloprop), 클로프로폭시딤(cloproxydim), 클로피랄리드(clopyralid), 클로피랄리드메틸(clopyralid-methyl), 클로피랄리드의 염(clopyralid-salts), 클로란설람(cloransulam), 클로란설람메틸(cloransulam-methyl), 황산구리(2가)(copper sulfate), CPMF(CPMF), CPPC(CPPC), 크레다진(credazine), 크레졸(cresol), 쿠밀루론(cumyluron), 시아나트린(cyanatryn), 시안아미드(cyanamide), 시아나진(cyanazine), 시클로에이트(cycloate), 시클로피라닐(cyclopyranil), 시클로피리모레이트(cyclopyrimorate), 시클로설파무론(cyclosulfamuron), 시클록시딤(cycloxydim), 시클루론(cycluron, COMU), 시할로포프(cyhalofop), 시할로포프부틸(cyhalofop-butyl), 시페르쿼트(cyperquat), 시페르쿼트클로라이드(cyperquat-chloride), 시프라진(cyprazine), 시프라졸(cyprazole), 시프로미드(cypromid), 다이무론(daimuron, dymron), 달라폰(dalapon), 달라폰의 염(dalapon-salts), 다조메트(dazomet), 다조메트나트륨(dazomet-sodium), 델라클로르(delachlor), 데스메디팜(desmedipham), 데스메트린(desmetryn), 디알레이트(di-allate), 디캄바(dicamba, MDBA), 디캄바의 염(dicamba-salts), 디캄바의 에스테르(dicamba-esters), 디클로베닐(dichlobenil, DBN), 디클로라우레아(dichloraurea, DCU), 디클로르메이트(dichlormate), 오르토디클로로벤젠(o-dichlorobenzene, DCB), 디클로르프로프(dichlorprop), 디클로르프로프의 염(dichlorprop-salts), 디클로르프로프의 에스테르(dichlorprop-esters), 디클로르프로프P(dichlorprop-P), 디클로르프로프P의 염(dichlorprop-P-salts), 디클로르프로프P의 에스테르(dichlorprop-P-esters), 디클로포프(diclofop), 디클로포프메틸(diclofop-methyl), 디클로포프P(diclofop-P), 디클로포프P메틸(diclofop-P-methyl), 디클로설람(diclosulam), 디에탐쿼트(diethamquat), 디에탐쿼트디클로라이드(diethamquat dichloride), 디에타틸(diethatyl), 디에타틸에틸(diethatyl-ethyl), 디페노펜텐(difenopenten), 디페노펜텐에틸(difenopenten-ethyl), 디페녹수론(difenoxuron), 디펜조쿼트(difenzoquat), 디펜조쿼트메틸설페이트(difenzoquat methylsulfate), 디플루페니칸(diflufenican), 디플루펜조피르(diflufenzopyr), 디플루펜조피르나트륨(diflufenzopyr-sodium), 디메푸론(dimefuron), 디메피페레이트(dimepiperate), 디메설파제트(dimesulfazet), 디메타클로르(dimethachlor), 디메타메트린(dimethametryn), 디메텐아미드(dimethenamid), 디메텐아미드P(dimethenamid-p), 디멕사노(dimexano), 디미다존(dimidazon), 디메틸디설파이드(dimethyl disulfide), 디니트라민(dinitramine), 디노페네이트(dinofenate), 디노프로프(dinoprop), 디노삼(dinosam), 디노세브(dinoseb, DNBP), 디노세브의 염(dinoseb-salts), 디노세브의 에스테르(dinoseb-esters), 디노테르브(dinoterb), 디노테르브의 염(dinoterb-salts), 디노테르브의 에스테르(dinoterb-esters), 디펜아미드(diphenamid), 디프로팔린(dipropalin), 디프로페트린(dipropetryn), 디쿼트(diquqt), 디쿼트디브로마이드(diquqt dibromide), 디설(disul, 2,4-PS), 디설나트륨(disul-sodium), 디티오피르(dithiopyr), 디우론(diuron, DCMU), DMPA(DMPA), DNOC(DNOC), DNOC의 염(DNOC-salts), EBEP(EBEP), 에글리나진(eglinazine), 에글리나진에틸(eglinazine-ethyl), 엔도탈(endothal), 엔도탈의 염(endothal-salts), 에프로나즈(epronaz), EPTC(EPTC), epyrifenacil(epyrifenacil), 에르본(erbon), 에스프로카브(esprocarb), 에타클로르(ethachlor), 에탈플루랄린(ethalfluralin), 에타메트설푸론(ethametsulfuron), 에타메트설푸론메틸(ethametsulfuron-methyl), 에타프로클로르(ethaprochlor), 에티디무론(ethidimuron), 에티올레이트(ethiolate), 에티오진(ethiozin), 에토푸메세이트(ethofumesate), 에톡시펜(ethoxyfen), 에톡시펜에틸(ethoxyfen-ethyl), 에톡시설푸론(ethoxysulfuron), 에티노펜(etinofen), 에트니프로미드(etnipromid), 에토벤자니드(etobenzanid), EXD(EXD), 페나설람(fenasulam), 페노프로프(fenoprop, 2,4,5-TP, silvex), 페노프로프의 염(fenoprop-salts), 페노프로프의 에스테르(fenoprop-esters), 페녹사프로프(fenoxaprop), 페녹사프로프에틸(fenoxaprop-ethyl), 페녹사프로프P(fenoxaprop-p), 페녹사프로프P에틸(fenoxaprop-p-ethyl), 페녹사설폰(fenoxasulfone), 펜퀴노트리온(fenquinotrione), 펜테라콜(fenteracol), 펜티아프로프(fenthiaprop), 펜티아프로프에틸(fenthiaprop-ethyl), 펜트라자미드(fentrazamide), 황산철(2가)(ferrous sulfate), 페누론(fenuron), 페누론TCA(fenuron-TCA), 플람프로프(flamprop), 플람프로프의 에스테르(flamprop-esters), 플람프로프M(flamprop-M), 플람프로프M의 에스테르(flamprop-M-esters), 플라자설푸론(flazasulfuron), 플로라설람(florasulam), 플로르피라욱시펜(florpyrauxifen), 플로르피라욱시펜벤질(florpyrauxifen-benzyl), 플루아지포프(fluazifop), 플루아지포프의 에스테르(fluazifop-esters), 플루아지포프P(fluazifop-P), 플루아지포프P의 에스테르(fluazifop-p-esters), 플루아졸레이트(fluazolate), 플루카르바존(flucarbazone), 플루카르바존나트륨(flucarbazone-sodium), 플루세토설푸론(flucetosulfuron), 플루클로랄린(fluchloralin), 플루페나세트(flufenacet), 플루페니칸(flufenican), 플루펜피르(flufenpyr), 플루펜피르에틸(flufenpyr-ethyl), 플루메트설람(flumetsulam), 플루메진(flumezin), 플루미클로락(flumiclorac), 플루미클로락펜틸(flumiclorac-pentyl), 플루미옥사진(flumioxazin), 플루미프로핀(flumipropyn), 플루오메투론(fluometuron), 플루오로디펜(fluorodifen), 플루오로글리코펜(fluoroglycofen), 플루오로글리코펜에틸(fluoroglycofen-ethyl), 플루오로미딘(fluoromidine), 플루오로니트로펜(fluoronitrofen, CFNP), 플루오티우론(fluothiuron), 플루폭삼(flupoxam), 플루프로파실(flupropacil), 플루프로파네이트(flupropanate, tetrapion), 플루프로파네이트나트륨(flupropanate-sodium), 플루피르설푸론(flupyrsulfuron), 플루피르설푸론메틸(flupyrsulfuron-methyl), 플루피르설푸론나트륨(flupyrsulfuron-sodium), 플루피르설푸론메틸나트륨(flupyrsulfuron-methyl-sodium), 플루리돈(fluridone), 플루로클로리돈(flurochloridone), 플루록시피르(fluroxypyr), 플루록시피르의 에스테르(fluroxypyr-esters), 플루르타몬(flurtamone), 플루티아세트(fluthiacet), 플루티아세트메틸(fluthiacet-methyl), 포메사펜(fomesafen), 포메사펜나트륨(fomesafen-sodium), 포람설푸론(foramsulfuron), 포사민(fosamine), 포사민암모늄(fosamine-ammonium), 푸릴옥시펜(furyloxyfen), 글루포시네이트(glufosinate), 글루포시네이트의 염(glufosinate-salts), 글루포시네이트P(glufosinate-P), 글루포시네이트P의 염(glufosinate-P-salts), 글리포세이트(glyphosate), 글리포세이트의 염(glyphosate-salts), 할라욱시펜(halauxifen), 할라욱시펜메틸(halauxifen-methyl), 할로사펜(halosafen), 할로설푸론(halosulfuron), 할로설푸론메틸(halosulfuron-methyl), 할록시딘(haloxydine), 할록시포프(haloxyfop), 할록시포프나트륨(haloxyfop-sodium), 할록시포프의 에스테르(haloxyfop-esters), 할록시포프P(haloxyfop-P), 할록시포프P의 에스테르(haloxyfop-P-esters), 허비마이신(herbimycin), 헥사클로로아세톤(hexachloroacetone, HCA), 헥사지논(hexazinone), 이마자메타벤즈(imazamethabenz), 이마자메타벤즈메틸(imazamethabenz-methyl), 이마자목스(imazamox), 이마자목스암모늄(imazamox-ammonium), 이마자피크(imazapic), 이마자피크암모늄(imazapic-ammonium), 이마자피르(imazapyr), 이마자피르이소프로필암모늄(imazapyr-isopropylammonium), 이마자퀸(imazaquin), 이마자퀸메틸(imazaquin-methyl), 이마자퀸의 염(imazaquin-salts), 이마제타피르(imazethapyr), 이마제타피르암모늄(imazethapyr-ammonium), 이마조설푸론(imazosulfuron), 인다노판(indanofan), 인다지플람(indaziflam), 요오도보닐(iodobonil), 요오도설푸론(iodosulfuron), 요오도설푸론나트륨(iodosulfuron-sodium), 요오도설푸론메틸(iodosulfuron-methyl), 요오도설푸론메틸나트륨(iodosulfuron-methyl-sodium), 요오펜설푸론(iofensulfuron), 요오펜설푸론나트륨(iofensulfuron-sodium), 이옥시닐(ioxynil), 이옥시닐의 염(ioxynil-salts), 이옥시닐의 에스테르(ioxynil-esters), 이파진(ipazine), 이프펜카르바존(ipfencarbazone), 이프리미담(iprymidam), 이소카르바미드(isocarbamid), 이소실(isocil, isoprocil), 이소메티오진(isomethiozin), 이소노루론(isonoruron), 이소폴리네이트(isopolinate), 이소프로팔린(isopropalin), 이소프로투론(isoproturon), 이소우론(isouron), 이속사벤(isoxaben), 이속사클로르톨(isoxachlortole), 이속사플루톨(isoxaflutole), 이속사피리포프(isoxapyrifop), 카부틸레이트(karbutilate), 케토스피라독스(ketospiradox), 케토스피라독스칼륨(ketospiradox-potassium), 락토펜(lactofen), 란코트리온(lancotrione), 란코트리온나트륨(lancotrione-sodium), 레나실(lenacil), 리누론(linuron), MCPA(MCPA), MCPA의 염(MCPA-salts), MCPA의 에스테르(MCPA-esters), MCPB(MCPB), MCPB의 염(MCPB-salts), MCPB의 에스테르(MCPB-esters), 메코프로프(mecoprop, MCPP), 메코프로프의 염(mecoprop-salts), 메코프로프의 에스테르(mecoprop-esters), 메코프로프P(mecoprop-P), 메코프로프P의 염(mecoprop-P-salts), 메코프로프P의 에스테르(mecoprop-P-esters), 메디노테르브(medinoterb), 메디노테르브아세테이트(medinoterb actate), 메페나세트(mefenacet), 메플루이디드(mefluidide), 메플루이디드의 염(mefluidide-salts), 메소프라진(mesoprazine), 메소설푸론(mesosulfuron), 메소설푸론메틸(mesosulfuron-methyl), 메소트리온(mesotrione), 메탐(metam, carbam), 메탐의 염(metam-salts), 메타미포프(metamifop), 메타미트론(metamitron), 메타자클로르(metazachlor), 메타조설푸론(metazosulfuron), 메트플루라존(metflurazon), 메타벤즈티아주론(methabenzthiazuron, methibenzuron), 메탈프로팔린(methalpropalin), 메타졸(methazole), 메티오벤카르브(methiobencarb), 메티우론(methiuron), 메토메톤(methometon), 메토프로트린(methoprotryne, methoprotryn), 메톡시페논(methoxyphenone), 메티오피리설푸론(methiopyrisulfuron), 메티오졸린(methiozolin), 메틸아지드(methyl azide), 브롬화메틸(methyl bromide), 메틸다임론(methyl dymron), 요오드화메틸(methyl iodide), 메틸이소티오시아네이트(methyl isothiocyanate), 메토벤주론(metobenzuron), 메토브로무론(metobromuron), 메톨라클로르(metolachlor), S메톨라클로르(S-metolachlor), 메토설람(metosulam), 메톡수론(metoxuron), 메트리부진(metribuzin), 메트설푸론(metsulfuron), 메트설푸론메틸(metsulfuron-methyl), 몰리네이트(molinate), 모날리드(monalide), 모니소우론(monisouron), 모놀리누론(monolinuron), 모노설푸론(monosulfuron), 모노설푸론메틸(monosulfuron-methyl), 모누론(monuron, CMU), 모누론TCA(monuron-TCA), 모르팜쿼트(morfamquat), 모르팜쿼트디클로라이드(morfamquat dichloride), 나프로아닐리드(naproanilide), 나프로파미드(napropamide), 나프로파미드M(napropamide-M), 나프탈람(naptalam, NPA), 나프탈람나트륨(naptalam-sodium), 네부론(neburon), 니코설푸론(nicosulfuron), 니피라클로펜(nipyraclofen), 니트랄린(nitralin), 니트로펜(nitrofen, NIP, niclofen), 니트로플루오르펜(nitrofluorfen), 노르플루라존(norflurazon), 노루론(noruron, norea), OCH(OCH), 올레산(oleic acid), 오르벤카르브(orbencarb), 오르토설파무론(orthosulfamuron), 오리잘린(oryzalin), 옥사디아르길(oxadiargyl), 옥사디아존(oxadiazon), 옥사피라존(oxapyrazon), 옥사피라존의 염(oxapyrazon-salts), 옥사설푸론(oxasulfuron), 옥사지클로메폰(oxaziclomefone), 옥시플루오르펜(oxyfluorfen), 파라플루론(parafluron), 파라쿼트(paraquat), 파라쿼트디클로라이드(paraquat dichloride), 파라쿼트디메틸설페이트(paraquat dimethylsulfate), 페불레이트(pebulate), 펠라르곤산(pelargonic acid, nonanoic acid), 펜디메탈린(pendimethalin), 페녹설람(penoxsulam), 펜타클로로페놀(pentachlorophenol), 펜타클로로페놀나트륨(sodium pentachlorophenoxide), 펜타클로로페놀라우레이트(pentachlorophenyl laurate), 펜타노클로르(pentanochlor, solan, CMMP), 펜톡사존(pentoxazone), 퍼플루이돈(perfluidone), 페톡사미드(pethoxamid), 페니소팜(phenisopham), 펜메디팜(phenmedipham), 펜메디팜에틸(phenmedipham-ethyl), 페노벤주론(phenobenzuron), 피클로람(picloram), 피클로람의 염(picloram-salts), 피클로람의 에스테르(picloram-esters), 피콜리나펜(picolinafen), 피녹사덴(pinoxaden), 피페로포스(piperophos), 아지드화칼륨(potassium azide), 시안산칼륨(potassium cyanate), 프레틸라클로르(pretilachlor), 프리미설푸론(primisulfuron), 프리미설푸론메틸(primisulfuron-methyl), 프로시아진(procyazine), 프로디아민(prodiamine), 프로플루아졸(profluazol), 프로플루랄린(profluralin), 프로폭시딤(profoxydim), 프로글리나진(proglinazine), 프로글리나진에틸(proglinazine-ethyl), 프로메톤(prometon), 프로메트린(prometryn, prometryne), 프로파클로르(propachlor), 프로파닐(propanil, DCPA), 프로파퀴자포프(propaquizafop), 프로파진(propazine), 프로팜(propham), 프로피소클로르(propisochlor), 프로폭시카르바존(propoxycarbazone), 프로폭시카르바존나트륨(propoxycarbazone-sodium), 프로피리설푸론(propyrisulfuron), 프로피자미드(propyzamide, pronamide), 프로설팔린(prosulfalin), 프로설포카르브(prosulfocarb), 프로설푸론(prosulfuron), 프록산(proxan, IPX), 프록산나트륨(proxan-sodium), 프리나클로르(prynachlor), 피다논(pydanon), 피라클로닐(pyraclonil), 피라플루펜(pyraflufen), 피라플루펜에틸(pyraflufen-ethyl), 피라설포톨(pyrasulfotole), 피라졸리네이트(pyrazolynate, pyrazolate), 피라조설푸론(pyrazosulfuron), 피라조설푸론에틸(pyrazosulfuron-ethyl), 피라족시펜(pyrazoxyfen), 피리밤벤즈이소프로필(pyribambenz-isopropyl), 피리밤벤즈프로필(pyribambenz-propyl), 피리벤족심(pyribenzoxim), 피리부티카르브(pyributicarb), 피리클로르(pyriclor), 피리다폴(pyridafol), 피리데이트(pyridate), 피리프탈리드(pyriftalid), 피리미노박(pyriminobac), 피리미노박메틸(pyriminobac-methyl), 피리미설판(pyrimisulfan), 피리티오박(pyrithiobac), 피리티오박나트륨(pyrithiobac-sodium), 피록사설폰(pyroxasulfone), 피록시설람(pyroxsulam), 퀸클로락(quinclorac), 퀸클로락디메틸암모늄(quinclorac-dimethylammonium), 퀸클로락메틸(quinclorac-methyl), 퀸메락(quinmerac), 퀴노클라민(quinoclamine, ACN), 퀴논아미드(quinonamid), 퀴잘로포프(quizalofop), 퀴잘로포프의 에스테르(quizalofop-esters), 퀴잘로포프P(quizalofop-P), 퀴잘로포프P의 에스테르(quizalofop-P-esters), 로데타닐(rhodethanil), 림설푸론(rimsulfuron), 사플루페나실(saflufenacil), 세부틸라진(sebuthylazine), 세크부메톤(secbumeton), 세톡시딤(sethoxydim), 시두론(siduron), 시마진(simazine, CAT), 시메톤(simeton), 시메트린(simetryn, simetryne), 아지드화나트륨(sodium azide), 염소산나트륨(sodium chlorate), 설코트리온(sulcotrione), 설팔레이트(sulfallate, CDEC), 설펜트라존(sulfentrazone), 설포메투론(sulfometuron), 설포메투론메틸(sulfometuron-methyl), 설포설푸론(sulfosulfuron), 황산(sulfuric acid), 설글리카핀(sulglycapin), swep(swep, MCC), 타브론(tavron), TCA(TCA, trichloroacetic acid), TCA의 염(TCA-salts), TCA에타딜(TCA-ethadyl), 테부탐(tebutam, butam), 테부티우론(tebuthiuron), 테푸릴트리온(tefuryltrione), 템보트리온(tembotrione), 테프랄록시딤(tepraloxydim), 터바실(terbacil), 테르부카르브(terbucarb, terbutol, MPMC), 테르부클로르(terbuchlor), 테르부메톤(terbumeton), 테르부틸라진(terbuthylazine), 테르부트린(terbutryn), 테트플루피롤리메트(tetflupyrolimet), 테트라플루론(tetrafluron), 테닐클로르(thenylchlor), 티아자플루론(thiazafluron), 티아조피르(thiazopyr), 티디아지민(thidiazimin), 티디아주론(thidiazuron), 티엔카르바존(thiencarbazone), 티엔카르바존메틸(thiencarbazone-methyl), 티펜설푸론(thifensulfuron), 티펜설푸론메틸(thifensulfuron-methyl), 티오벤카르브(thiobencarb, benthiocarb), 티아페나실(tiafenacil), 티오카르바질(tiocarbazil), 티오클로림(tioclorim), 톨피랄레이트(tolpyralate), 토프라메존(topramezone), 트랄콕시딤(tralkoxydim), 트리아파몬(triafamone), 트리알레이트(triallate, tri-allate), 트리아설푸론(triasulfuron), 트리아지플람(triaziflam), 트리베누론(tribenuron), 트리베누론메틸(tribenuron-methyl), 트리캄바(tricamba), 트리클로피르(triclopyr), 트리클로피르의 염(triclopyr-salts), 트리클로피르의 에스테르(triclopyr-esters), 트리디판(tridiphane), 트리에타진(trietazine), 트리플록시설푸론(trifloxysulfuron), 트리플록시설푸론나트륨(trifloxysulfuron-sodium), 트리플루디목사딘(trifludimoxadin), 트리플루랄린(trifluralin), 트리플루설푸론(triflusulfuron), 트리플루설푸론메틸(triflusulfuron-methyl), 트리포프(trifop), 트리포프메틸(trifop-methyl), 트리포프심(trifopsime), 트리하이드록시트리아진(trihydroxytriazine, cyanuric acid), 트리메투론(trimeturon), 트리프로핀단(tripropindan), 트리탁(tritac), 트리토설푸론(tritosulfuron), 베르놀레이트(vernolate), 자일라클로르(xylachlor), 6-{(디플루오로메틸)티오}-N2,N4-디이소프로필-1,3,5-트리아진-2,4-디아민(CAS 103427-73-2), (R)-2-[{7-(2-클로로-4-(트리플루오로메틸)페녹시)나프탈렌-2-일}옥시]프로판산메틸(CAS 103055-25-0), 프로판-2-온 O-(12H-디벤조[d,g][1,3]디옥소신-6-카르보닐)옥심(CAS 503819-68-9), [{(2-(N-메틸메틸설폰아미드)-2-옥소에틸)아미노}메틸]포스폰산(CAS 98565-18-5), 2-[{2-(4-((6-클로로퀴녹살린-2-일)옥시)페녹시)프로파노일}옥시]-3-메틸-3-부텐산에틸(CAS 1191932-79-2), O-(2,4-디메틸-6-니트로페닐)O-메틸이소프로필포스포르아미드티오에이트(CAS 189517-75-7), 5-[N-{(4,6-디메틸피리미딘-2-일)카르바모일}설파모일]-1-(피리딘-2-일)-1H-피라졸-4-카르본산메틸(CAS 104770-29-8), 4-[2-클로로-3-{(3,5-디메틸-1H-피라졸-1-일)메틸}-4-(메틸설포닐)벤조일]-1,3-디메틸-1H-피라졸-5-일 1,3-디메틸-1H-피라졸-4-카르복실레이트(CAS 1911613-97-2), 4-[2-클로로-4-(메틸설포닐)-3-{(2,2,2-트리플루오로에톡시)메틸}벤조일]-1-에틸-1H-피라졸-5-일 1,3-디메틸-1H-피라졸-4-카르복실레이트(CAS 1992017-55-6), 1-{2-클로로-3-(3-시클로프로필-5-하이드록시-1-메틸-1H-피라졸-4-카르보닐)-6-(트리플루오로메틸)페닐}피페리딘-2-온(CAS 1855929-45-1), 1,3-디메틸-4-{2-(메틸설포닐)-4-(트리플루오로메틸)벤조일}-1H-피라졸-5-일 1,3-디메틸-1H-피라졸-4-카르복실레이트(CAS 1622908-18-2), 2-[{3-(2-클로로-4-플루오로-5-(3-메틸-2,6-디옥소-4-(트리플루오로메틸)-3,6-디하이드로피리미딘-1(2H)-일)페녹시)피리딘-2-일}옥시]아세트산에틸(CAS 353292-31-6), 2-메틸-N-(5-메틸-1,3,4-옥사디아졸-2-일)-3-(메틸설포닐)-4-(트리플루오로메틸)벤즈아미드(CAS 1400904-50-8), 2-클로로-N-(1-메틸-1H-테트라졸-5-일)-3-(메틸티오)-4-(트리플루오로메틸)벤즈아미드(CAS 1361139-71-0), 2-클로로-N-(1-메틸-1H-테트라졸-5-일)-3-(메틸설포닐)-4-(트리플루오로메틸)벤즈아미드(CAS 1361139-73-2), F4050(시험명), F9600(시험명), F9960(시험명), OK-701(시험명) 및 SL-1201(시험명) 등을 들 수 있다. 이들 성분은 단독으로 또는 2종 이상 혼합하여 사용할 수 있고, 혼합하는 경우의 비도 자유롭게 선택할 수 있다.Preferred herbicides for use in combination with the compounds of the present invention include, for example, 4-CPA (4-CPA), 4-CPA salts (4-CPA-salts), 4-CPB (4-CPB), 4- CPP (4-CPP), 2,4-D (2,4-D, 2,4-PA), salts of 2,4-D (2,4-D-salts), esters of 2,4-D (2,4-D-esters), 3,4-DA (3,4-DA), 2,4-DB (2,4-DB), salts of 2,4-DB (2,4-DB- salts), esters of 2,4-DB (2,4-DB-esters), 3,4-DB (3,4-DB), 2,4-DEB (2,4-DEB), 2,4- Salts of DEP (2,4-DEP), 3,4-DP (3,4-DP), 2,4,5-T (2,4,5-T), 2,4,5-T (2 ,4,5-T-salts), esters of 2,4,5-T (2,4,5-T-esters), 2,4,5-TB (2,4,5-TB), 2, 3,6-TBA (2,3,6-TBA, TCBA), salts of 2,3,6-TBA (2,3,6-TBA-salts), acetochlor, acifluorfen , acifluorfen-methyl, acifluorfen-sodium, aclonifen, acrolein, alachlor, allidochlor (CDAA), alloxydim (alloxydim), alloxydim sodium (alloxydim-sodium), allyl alcohol (allyl alcohol), allolac (alorac), amethridione (ametridione), amethrin (ametryn), amibuzin (amibuzin) amicarbazone), amidochlor, amidosulfuron, aminocyclopyrachlor, aminocyclopyrachlor-methyl, aminocyclopyrachlor-potassium, aminopyralide (amino pyralid), aminopyralid-salts, amiprophos, amiprophos-methyl, amitrole (aminotriazole, ATA), ammonium sulfamate (AMS) , anilofos, anisuron, asulam, asulam-salts, anthraton, anthrazine, azafenidin, azim Sulfuron (azimsulfuron), aziprotryne (azyprotryn), barban (CBN), BCPC (BCPC), beflubutamide (beflubutamid), beflubutamid-M (beflubutamid-M), benazoline ( benazolin, benazolin-ethyl, benazolin-salts, bencarbazone, benfluralin, benefin, benfuresate, bensulfuron , bensulfuron-methyl, bensulfuride (SAP), bentazone (bentazon, bentazone), bentazone sodium (bentazone-sodium), bentranil (bentranil), benzadox (benzadox), benzadox ammonium (benzadox-ammonium), benzfendizone, benzipram, benzobicyclon, benzofenap, benzofluor, benzoylprop, benzoylprop Ethyl (benzoylprop-ethyl), benzthiazuron (benzthiazuron), bicyclopyrone (bicyclopyrone), bifenox (bifenox), bilanafos (bialaphos), bilanafos sodium (bilanafos-sodium) ), binapacryl, bispyribac, bispyribac-sodium, bixlozone, borax, bromacil, salts of bromacil ( bromacil-salts, bromobonil, bromobutide, bromofenoxim, bromopyrazon, bromoxynil, bromoxynil-potassium ), bromoxynil-esters, butachlor, butafenacil, butamifos, butenachlor, butralin, butraline, buti dazole, buthiuron, butroxydim, buturon, butyrate, butyrate, cafenstrole, calcium cyanamide, cambendi Chlor (cambendichlor), calcium chlorate (calcium chlorate), carbasulam (carbasulam), carbetamide (carbetamide), carboxazole (carboxazole), carfentrazone (carfentrazone), carfentrazone-ethyl (carfentrazone-ethyl), CDEA (CDEA), CEPC (CEPC), chlomethoxyfen (chlomethoxynil), chloramben, chloramben-salts, chloramben-methyl, chlorambenmethylammonium (chloramben) -methylammonium), chloranocryl (dicryl), chlorazifop, chlorazifop-propargyl, chlorazine, chlorbromuron (ch lorbromuron), chlorbufam (BIPC), chloreturon, chlorfenac (fenac), chlorfenac-salts, chlorfenprop, chlorfenprop methyl (chlorfenprop-methyl), chlorflurazole, chlorflurenol, chlorflurenol-methyl, chloridazon (PAC, pyrazon), chlorimuron, chloro chlorimuron-ethyl, chlornidine, chlornitrofen (CNP), chloroacetic acid (monochloroacetic acid), sodium chloroacetate (SMA), chlorotoluron , chloroxuron, chloroxynil, chlorprocarb, chlorphtalim, chlorpropham (IPC), chlorsulfuron, chlorthal, TCTP), chlorthal-esters, chlorthiamid (DCBN), cinidon-ethyl, cinmethylin, cinosulfuron, cisanilide, clacyfos, clethodim, cliodinate, clodinafop, clodinafop-propargyl, clofop, clofopisobutyl ( clofop-isobutyl, clomazone, clomeprop, cloprop, clopro Foxydim, clopyralid, clopyralid-methyl, clopyralid-salts, cloransulam, cloransulam-methyl , copper sulfate, CPMF (CPMF), CPPC (CPPC), credazine, cresol, cumyluron, cyanatryn, cyanamide , cyanazine, cycloate, cyclopyranil, cyclopyrimorate, cyclosulfamuron, cycloxydim, cycluron (COMU), cyhalofop, cyhalofop-butyl, cyperquat, cyperquat-chloride, cyprazine, cyprazole, cypro cypromid, daimuron, dymron, dalapon, dalapon-salts, dazomet, dazomet-sodium, delachlor, desmedipham, desmetryn, di-allate, dicamba (MDBA), dicamba-salts, dicamba-esters, of diclovenil (dichlobenil, DBN), dichloraurea (DCU), dichlormate, orthodichlorobenzene (o-dichlorobenzene, DCB), dichlorprop, dichlorprop salts (dichlorprop-salts), esters of dichlorprop (dic hlorprop-esters), dichlorprop-P, dichlorprop-P-salts, dichlorprop-P-esters, diclofop ( diclofop), diclofopmethyl (diclofop-methyl), diclofop P (diclofop-P), diclofop Pmethyl (diclofop-P-methyl), diclosulam (diclosulam), diethamquat (diethamquat), Diethamquat dichloride, diethatyl, diethatyl-ethyl, difenopenten, difenopenten-ethyl, difenoxuron, difen difenzoquat, difenzoquat methylsulfate, diflufenican, diflufenzopyr, diflufenzopyr-sodium, dimefuron, dime piperate, dimesulfazet, dimethachlor, dimethametryn, dimethenamid, dimethenamid-p, dimexano , dimidazon, dimethyl disulfide, dinitramine, dinofenate, dinoprop, dinosam, dinoseb (DNBP), dinoseb-salts, dinoseb-esters, dinoterb, dinoterb-salts, dinoterb-esters, difen amide (diphenamid), dipropalline (diprop) alin), dipropetryn, diquqt, diquqt dibromide, disul, 2,4-PS, disul-sodium, dithiopyr ), diuron (DCMU), DMPA (DMPA), DNOC (DNOC), DNOC salts (DNOC-salts), EBEP (EBEP), eglinazine, eglinazine-ethyl , endothal, endothal-salts, epronaz, EPTC (EPTC), epyrifenacil (epyrifenacil), erbon, esprocarb, etachlor ), etalfluralin, etametsulfuron, etametsulfuron-methyl, etaprochlor, ethidimuron, ethiolate, eth ethiozin, etofumesate, ethoxyfen, ethoxyfen-ethyl, ethoxysulfuron, etinofen, etnipromid , etobenzanid, EXD (EXD), fenasulam, fenoprop (2,4,5-TP, silvex), fenoprop-salts, fenof Esters of rope (fenoprop-esters), fenoxaprop, fenoxaprop-ethyl, fenoxaprop-p, fenoxaprop-p-ethyl ethyl), fenoxasulfone, fenquinotrione, fenteracol, fenthi aprop), fenthiaprop-ethyl, fentrazamide, ferrous sulfate, fenuron, fenuron-TCA, flamprop ( flamprop), flamprop-esters, flamprop-M, flamprop-M-esters, flazasulfuron, florasulam , florpyrauxifen, florpyrauxifen-benzyl, fluazifop, fluazifop-esters, fluazifop-P, Fluazifop-p-esters, fluazolate, flucarbazone, flucarbazone-sodium, flucetosulfuron, fluchloralin ( fluchloralin), flufenacet, flufenican, flufenpyr, flufenpyr-ethyl, flumetsulam, flumezin, flumiclo Flumichlorac, flumiclorac-pentyl, flumioxazin, flumipropyn, fluometuron, fluorodifen, fluoroglycofene ( fluoroglycofen, fluoroglycofen-ethyl, fluoromidine, fluoronitrofen (CFNP), fluothiuron, flupoxam, flupropacil , flupropana te, tetrapion), flupropanate-sodium, flupyrsulfuron, flupyrsulfuron-methyl, flupyrsulfuron-sodium, flupyrsulfuron methyl sodium (flupyrsulfuron-methyl-sodium), fluridone, flurochloridone, fluroxypyr, fluroxypyr-esters, flurtamone, fluthiacet, fluthiacet-methyl, fomesafen, fomesafen-sodium, foramsulfuron, fosamine, fosamine ammonium -ammonium), furyloxyfen, glufosinate, glufosinate-salts, glufosinate-P, glufosinate-P- salts), glyphosate, glyphosate-salts, halauxifen, halauxifen-methyl, halosafen, halosulfuron ( halosulfuron), halosulfuron-methyl, haloxydine, haloxyfop, haloxyfop-sodium, haloxyfop-esters, haloxy haloxyfop-P, haloxyfop-P-esters, herbimycin, hexachloroacetone (HCA), hexazinone, imazamethabenz , imazamethabenz-methyl, imazamox, imazamox-ammonium, imazapic, imazapic-ammonium, imazapyr ( imazapyr), imazapyr-isopropylammonium, imazaquin, imazaquin-methyl, imazaquin-salts, imazethapyr, imazetapyr ammonium (imazethapyr-ammonium), imazosulfuron, indanofan, indaziflam, iodobonil, iodosulfuron, iodosulfuron-sodium , iodosulfuron-methyl, iodosulfuron-methyl sodium (iodosulfuron-methyl-sodium), iofensulfuron, iofensulfuron sodium (iofensulfuron-sodium), ioxynil, Ioxynil-salts, ioxynil-esters, ipazine, ipfencarbazone, iprymidam, isocarbamid , isocil (isocil, isoprocil), isomethiozin (isothiozin), isonoruron (isonoruron), isopolinate (isopolinate), isopropalin (isopropalin), isoproturon (isoproturon), isouron (isouron), Isoxaben, isoxachlortole, isoxaflutole, isoxapyripop, carbutilate, ketospiradox, ketospiradox potassium ( ketospiradox-potassium, lactofen, lancotrione, lancotrione-sodium, lenacil, linuron, MCPA (MCPA), salt of MCPA (MCPA) -salts), esters of MCPA (MCPA-esters), MCPB (MCPB), salts of MCPB (MCPB-salts), esters of MCPB (MCPB-esters), mecoprop (MCPP), salts of mecoprop (mecoprop-salts), esters of mecoprop (mecoprop-esters), mecoprop-P (mecoprop-P), salts of mecoprop-P (mecoprop-P-salts), esters of mecoprop P (mecoprop-P) P-esters), medinoterb, medinoterb actate, mefenacet, mefluidide, mefluidide-salts, mesopra mesoprazine, mesosulfuron, mesosulfuron-methyl, mesotrione, metam, carbam, metam-salts, metamifop ), metamitron, metazachlor, metazosulfuron, metflurazon, metabenzthiazuron (methibenzuron), metal propalin (methalpropalin), metazole ( methazole), methiobencarb, methiuron, metometon, methoprotryne, methoprotryn, methoxyphenone, methiopyrisulfuron, me thiozoline (methiozolin), Methyl azide, methyl bromide, methyl dymron, methyl iodide, methyl isothiocyanate, metobenzuron, methobro Metobromuron, metolachlor, S-metolachlor, metosulam, metoxuron, metribuzin, metsulfuron, met Sulfuronmethyl, molinate, monalide, monisouron, monolinuron, monosulfuron, monosulfuronmethyl ), monouron (CMU), monouron TCA (monuron-TCA), morfamquat, morfamquat dichloride, naproanilide, napropamide , napropamide-M, naphthalam (naptalam, NPA), naptalam-sodium, neburon, nicosulfuron, nipyraclofen, nitralin, nitrofen (NIP, niclofen), nitrofluorfen, norflurazon, noruron (norea), OCH (OCH), oleic acid, or bencarb, orthosulfamuron, oryzalin, oxadiargyl, oxadiazon, oxapyrazon, salts of oxapyrazon- salts), oxasulfuron (ox) asulfuron, oxaziclomefone, oxyfluorfen, parafluron, paraquat, paraquat dichloride, paraquat dimethylsulfate, pebulate ), pelargonic acid, nonanoic acid, pendimethalin, penoxsulam, pentachlorophenol, sodium pentachlorophenoxide, pentachlorophenollaurate laurate), pentanochlor (solan, CMMP), pentoxazone, perfluidone, petoxamid, phenisopham, phenmedipham, phenmedipham Ethyl (phenmedipham-ethyl), phenobenzuron, picloram (picloram), salts of picloram (picloram-salts), esters of picloram (picloram-esters), picolinafen, pinoxaden, piperophos, potassium azide, potassium cyanate, pretilachlor, primisulfuron, primisulfuronmethyl -methyl), procyazine, prodiamine, profluazol, profluralin, propoxydim, proglinazine, proglinazine ethyl ( proglinazine-ethyl), promethone (prometon), promethrine (prometryn, prometr) yne), propachlor, propanil (DCPA), propaquizafop, propazine, propham, propisochlor, propoxycarbazone ( propoxycarbazone, propoxycarbazone-sodium, propyrisulfuron, propyzamide, pronamide, prosulfalin, prosulfocarb, prosulfuron ( prosulfuron), proxan (IPX), sodium proxan-sodium, prynachlor, pydanon, pyraclonil, pyraflufen, pyraflufen Ethyl (pyraflufen-ethyl), pyrasulfotole, pyrazolynate (pyrazolate), pyrazosulfuron, pyrazosulfuron-ethyl, pyrazoxyfen, pyribam Benzisopropyl (pyribambenz-isopropyl), pyribambenz-propyl, pyribenzoxim, pyributicarb, pyriclor, pyridafol, pyridate ), pyriftalid, pyriminobac, pyriminobac-methyl, pyrimisulfan, pyrithiobac, pyrithiobac-sodium , pyroxasulfone, pyroxsulam, quinclorac, quinclorac-dimethylammonium, quincloracmethyl rac-methyl), quinmerac, quinoclamine (ACN), quinonamid, quizalofop, quizalofop-esters, quizalofop P (quizalofop) -P), quizalofop-P-esters, rhodethanil, rimsulfuron, saflufenacil, sebuthylazine, secbumeton ), sethoxydim, siduron, simazine (CAT), simeton, simetryn, simetryne, sodium azide, sodium chlorate ( sodium chlorate), sulcotrione, sulfallate (CDEC), sulfentrazone, sulfometuron, sulfometuron-methyl, sulfosulfuron, Sulfuric acid, sulglycapin, swep (swep, MCC), tavron, TCA (TCA, trichloroacetic acid), TCA salts (TCA-salts), TCA ethadyl (TCA-ethadyl) ), tebutam (butam), tebuthiuron, tefuryltrione, tembotrione, tepraloxydim, terbacil, terbucarb (terbucarb, terbutol, MPMC), terbuchlor, terbumeton, terbutylazine, terbutryn, tetflupyrolimet, tetrafluron ), tenylchlor (the nylchlor), thiazafluron, thiazopyr, thidiazimin, thidiazuron, thiencarbazone, thiencarbazone-methyl, thi thifensulfuron, thifensulfuron-methyl, thiobencarb (benthiocarb), tiafenacil, thiocarbazil, thioclorim, tolpyralate (tolpyralate), topramezone, tralkoxydim, triafamone, triallate (tri-allate), triasulfuron (triasulfuron), triaziflam , tribenuron, tribenuron-methyl, tricamba, triclopyr, triclopyr-salts, triclopyr-esters, tridiphane, trietazine, trifloxysulfuron, trifloxysulfuron-sodium, trifludimoxadin, trifluralin, triflusulfuron (triflusulfuron), triflusulfuronmethyl (triflusulfuron-methyl), tripop (tripop), tripopmethyl (tripop-methyl), tripopsim (trifopsime), trihydroxytriazine (trihydroxytriazine, cyanuric acid), trime turon, tripropindan, tritac, tritosulfuron, vernolate, xylachlor, 6-{(difluoromethyl)thio}-N2,N4-diisopropyl-1,3,5-triazine-2,4-diamine (CAS 103427-73-2), (R)-2-[{7-(2-chloro-4-(trifluoromethyl)phenoxy)naphthalen-2-yl}oxy]methyl propanoate (CAS 103055-25-0), propane-2- On O-(12H-dibenzo[d,g][1,3]dioxosine-6-carbonyl)oxime (CAS 503819-68-9), [{(2-(N-methylmethylsulfonamide)- 2-oxoethyl)amino}methyl]phosphonic acid (CAS 98565-18-5), 2-[{2-(4-((6-chloroquinoxalin-2-yl)oxy)phenoxy)propanoyl} Oxy]-3-methyl-3-ethyl butenoate (CAS 1191932-79-2), O-(2,4-dimethyl-6-nitrophenyl)O-methylisopropylphosphoramidethioate (CAS 189517-75) -7), 5-[N-{(4,6-dimethylpyrimidin-2-yl)carbamoyl}sulfamoyl]-1-(pyridin-2-yl)-1H-pyrazole-4-carboxylic acid Methyl (CAS 104770-29-8), 4-[2-chloro-3-{(3,5-dimethyl-1H-pyrazol-1-yl)methyl}-4-(methylsulfonyl)benzoyl]-1 ,3-dimethyl-1H-pyrazol-5-yl 1,3-dimethyl-1H-pyrazole-4-carboxylate (CAS 1911613-97-2), 4- [2-chloro-4- (methylsulf Ponyl)-3-{(2,2,2-trifluoroethoxy)methyl}benzoyl]-1-ethyl-1H-pyrazol-5-yl 1,3-dimethyl-1H-pyrazole-4-car Voxylate (CAS 1992017-55-6), 1-{2-chloro-3-(3-cyclopropyl-5-hydroxy-1-methyl-1H-pyrazole-4-carbonyl)-6-(tri Fluoromethyl)phenyl}piperidin-2-one (CAS 1855929-45-1), 1,3-dimethyl-4-{2-(methylsulfonyl)-4-(trifluoromethyl)benzoyl}- 1H-Pyrazol-5-yl 1,3-dimethyl-1H-pyrazole-4-carboxylate (CAS 1622908-18-2), 2-[{3-(2-chloro-4-fluoro-5) -(3-methyl-2,6-dioxo-4-(trifluoromethyl)-3,6-dihydropyrimidin-1(2H)-yl)phenoxy)pyridin-2-yl}oxy]acetic acid ethyl (CAS 353292-31-6); 2-methyl-N-(5-methyl-1,3,4-oxadiazol-2-yl)-3-(methylsulfonyl)-4-(trifluoromethyl)benzamide (CAS 1400904-50- 8), 2-chloro-N-(1-methyl-1H-tetrazol-5-yl)-3-(methylthio)-4-(trifluoromethyl)benzamide (CAS 1361139-71-0), 2-Chloro-N-(1-methyl-1H-tetrazol-5-yl)-3-(methylsulfonyl)-4-(trifluoromethyl)benzamide (CAS 1361139-73-2), F4050 ( Test name), F9600 (test name), F9960 (test name), OK-701 (test name), SL-1201 (test name), etc. are mentioned. These components can be used individually or in mixture of 2 or more types, and the ratio in the case of mixing can also be selected freely.

약해경감제로는, 예를 들어, 베녹사코르(benoxacor), BPCMS(BPCMS, CSB), 클로퀸토세트(cloquintocet), 클로퀸토세트멕실(cloquintocet-mexyl), 쿠밀루론(cumyluron), 시오메트리닐(cyometrinil), 시프로설파미드(cyprosulfamide), 다이무론(daimuron, dymron), 디클로르미드(dichlormid), 디시클로논(dicyclonon, diclonon), 디에톨레이트(dietholate), 디메피페레이트(dimepiperate), 디설포톤(disulphoton), 펜클로라졸(fenchlorazole), 펜클로라졸에틸(fenchlorazole-ethyl), 펜클로림(fenclorim), 플루라졸(flurazole), 플룩소페님(fluxofenim), 푸릴라졸(furilazole), 헥심(hexim), 이속사디펜(isoxadifen), 이속사디펜에틸(isoxadifen-ethyl), MCPA(MCPA), 메코프로프(mecoprop), 메펜피르(mefenpyr), 메펜피르디에틸(mefenpyr-diethyl), 메페네이트(mephenate), 메트카미펜(metcamifen), 메톡시페논(methoxyphenone), 1,8-나프탈산무수물(naphthalic anhydride, NA), 옥타메틸렌디아민(octamethylene-diamine), 옥사베트리닐(oxabetrinil), 4-(디클로로아세틸)-1-옥사-4-아자스피로[4.5]데칸(AD67, MON4660), 4-카르복시-3,4-디하이드로-2H-1-벤조피란-4-아세트산(CL304415), 2,2-디클로로-N-[2-옥소-2-(프로페닐아미노)에틸]-N-2-프로페닐아세트아미드(DKA-24), 2-(디클로로메틸)-2-메틸-1,3-디옥솔란(MG191), 2-프로페닐 1-옥사-4-아자스피로[4,5]데칸-4-카르보디티오에이트(MG838), (3-디클로로아세틸-5-(2-푸릴)-2,2-디메틸옥사족시딘)(MON13900), (N-알릴-N-[(1,3-디옥솔란-2-일)메틸]디클로로아세트아미드(PPG-1292), 3-(디클로로아세틸)-2,2-디메틸-1,3-옥사졸리딘(R28725), 3-(디클로로아세틸)-2,2,5-트리메틸-1,3-옥사졸리딘(R29148) 및 1-디클로로아세틸아제판(TI-35) 등을 들 수 있다. 이들 성분은 단독으로, 또는 2종류 이상 혼합하여 사용할 수 있고, 혼합하는 경우의 비도 자유롭게 선택할 수 있다.As a laxative, for example, benoxacor, BPCMS (BPCMS, CSB), cloquintocet, cloquintocet-mexyl, cumyluron, siomethrinil (cyometrinil), cyprosulfamide, daimuron (dymron), dichlormid (dichlormid), dicyclonon (diclonon), dietholate (dietholate), dimepiperate (dimepiperate), Disulphoton, fenchlorazole, fenchlorazole-ethyl, fenclorim, flurazole, fluxofenim, furilazole , hexim, isoxadifen, isoxadifen-ethyl, MCPA (MCPA), mecoprop, mefenpyr, mefenpyr-diethyl , mephenate, metcamifen, methoxyphenone, 1,8-naphthalic anhydride (NA), octamethylene-diamine, oxabetrinil ), 4- (dichloroacetyl) -1-oxa-4-azaspiro [4.5] decane (AD67, MON4660), 4-carboxy-3,4-dihydro-2H-1-benzopyran-4-acetic acid (CL304415 ), 2,2-dichloro-N- [2-oxo-2- (propenylamino) ethyl] -N-2-propenylacetamide (DKA-24), 2- (dichloromethyl) -2-methyl- 1,3-dioxolane (MG191), 2-propenyl 1-oxa-4-azaspiro [4,5] decane-4-carbodithioate (MG838), (3-dichloroacetyl-5- (2- furyl)-2,2-dimethyloxazoxydin) (MON13900), (N-allyl-N-[(1,3-dioxolane) -2-yl) methyl] dichloroacetamide (PPG-1292), 3- (dichloroacetyl) -2,2-dimethyl-1,3-oxazolidine (R28725), 3- (dichloroacetyl) -2,2 and 5-trimethyl-1,3-oxazolidine (R29148) and 1-dichloroacetylazepane (TI-35). These components can be used individually or in mixture of 2 or more types, and the ratio in the case of mixing can also be selected freely.

본 발명 화합물을 제초제로서 시용함에 있어서는, 통상 적당한 고체담체 또는 액체담체와 혼합하고, 추가로 필요에 따라 계면활성제, 침투제, 전착제, 증점제, 동결방지제, 결합제, 고결방지제, 붕괴제 및 분해방지제 등을 첨가하여, 수화제, 유제, 플로아블제(フロアブル劑), 드라이 플로아블제, 액제, 분제, 입제 또는 겔제 등 임의의 제형의 제제로 실용에 제공할 수 있다. 또한, 에너지절약화 및 안전성향상의 관점에서, 상기 임의의 제형의 제제를 수용성 포장체에 봉입하여 제공할 수도 있다.When applying the compound of the present invention as a herbicide, it is usually mixed with a suitable solid carrier or liquid carrier, and, if necessary, a surfactant, penetrant, spreading agent, thickener, anti-freezing agent, binder, anti-caking agent, disintegrating agent and anti-degradation agent, etc. In addition, it can be put into practical use as a preparation of any dosage form, such as wettable powder, emulsion, flowable agent, dry flowable agent, liquid, powder, granular, or gel. In addition, from the viewpoint of saving energy and improving safety, the formulation of any of the above formulations may be provided by encapsulating it in a water-soluble package.

고체담체로는, 예를 들어 석영, 카올리나이트, 파이로필라이트, 세리사이트, 탈크, 벤토나이트, 산성 백토, 애터펄자이트, 제올라이트 및 규조토 등의 천연광물질류, 탄산칼슘, 황산암모늄, 황산나트륨 및 염화칼륨 등의 무기염류, 합성규산 그리고 합성규산염을 들 수 있다.Examples of the solid carrier include natural minerals such as quartz, kaolinite, pyrophyllite, sericite, talc, bentonite, acid clay, attapulgite, zeolite and diatomaceous earth, calcium carbonate, ammonium sulfate, sodium sulfate and potassium chloride. and inorganic salts such as synthetic silicic acid and synthetic silicate.

액체담체로는, 예를 들어 에틸렌글리콜, 프로필렌글리콜 및 이소프로판올 등의 알코올류, 자일렌, 알킬벤젠 및 알킬나프탈렌 등의 방향족 탄화수소류, 부틸셀로솔브 등의 에테르류, 시클로헥사논 등의 케톤류, γ-부티로락톤 등의 에스테르류, N-메틸-2-피롤리돈, N-옥틸-2-피롤리돈 등의 산아미드류, 대두유, 유채유, 면실유 및 피마자유 등의 식물유 그리고 물을 들 수 있다.Examples of the liquid carrier include alcohols such as ethylene glycol, propylene glycol and isopropanol, aromatic hydrocarbons such as xylene, alkylbenzene and alkylnaphthalene, ethers such as butylcellosolve, ketones such as cyclohexanone, esters such as γ-butyrolactone, acid amides such as N-methyl-2-pyrrolidone and N-octyl-2-pyrrolidone, vegetable oils such as soybean oil, rapeseed oil, cottonseed oil and castor oil, and water can

이들 고체 및 액체담체는, 단독으로 이용할 수도 2종 이상을 병용할 수도 있다. These solid and liquid carriers may be used independently or may use 2 or more types together.

계면활성제로는, 예를 들어 폴리옥시에틸렌알킬에테르, 폴리옥시에틸렌알킬아릴에테르, 폴리옥시에틸렌스티릴페닐에테르, 폴리옥시에틸렌폴리옥시프로필렌블록코폴리머, 폴리옥시에틸렌지방산에스테르, 솔비탄지방산에스테르 및 폴리옥시에틸렌솔비탄지방산에스테르 등의 비이온성 계면활성제, 알킬황산염, 알킬벤젠설폰산염, 리그닌설폰산염, 알킬설포석신산염, 나프탈렌설폰산염, 알킬나프탈렌설폰산염, 나프탈렌설폰산의 포르말린 축합물의 염, 알킬나프탈렌설폰산의 포르말린 축합물의 염, 폴리옥시에틸렌알킬아릴에테르황산 및 인산염, 폴리옥시에틸렌스티릴페닐에테르황산 및 인산염, 폴리카르본산염 및 폴리스티렌설폰산염 등의 음이온성 계면활성제, 알킬아민염 및 알킬4급 암모늄염 등의 양이온성 계면활성제 그리고 아미노산형 및 베타인형 등의 양성 계면활성제를 들 수 있다.Examples of the surfactant include polyoxyethylene alkyl ether, polyoxyethylene alkyl aryl ether, polyoxyethylene styryl phenyl ether, polyoxyethylene polyoxypropylene block copolymer, polyoxyethylene fatty acid ester, sorbitan fatty acid ester, and Nonionic surfactants such as polyoxyethylene sorbitan fatty acid ester, alkyl sulfate, alkylbenzenesulfonate, ligninsulfonate, alkylsulfosuccinate, naphthalenesulfonate, alkylnaphthalenesulfonate, salt of naphthalenesulfonic acid formalin condensate; Anionic surfactants, such as salts of the formalin condensate of alkylnaphthalenesulfonic acid, polyoxyethylene alkylaryl ether sulfuric acid and phosphate, polyoxyethylene styrylphenyl ether sulfuric acid and phosphate, polycarboxylate and polystyrene sulfonate, alkylamine salts and Cationic surfactants, such as an alkyl quaternary ammonium salt, and amphoteric surfactants, such as an amino acid type and a betaine type, are mentioned.

이들 계면활성제의 함유량은, 특별히 한정되는 것은 아니나, 본 발명의 제제 100질량부에 대하여, 통상 0.05 내지 20질량부의 범위가 바람직하다. 또한, 이들 계면활성제는, 단독으로 이용할 수도 2종 이상을 병용할 수도 있다.Although content of these surfactant is not specifically limited, The range of 0.05-20 mass parts is preferable with respect to 100 mass parts of formulations of this invention normally. In addition, these surfactants may be used independently or may use 2 or more types together.

본 발명 화합물은 필요에 따라 제제 또는 산포시에 타종의 제초제, 각종 살충제, 살균제, 식물생장조절제 또는 공력제 등과 혼합시용할 수도 있다. If necessary, the compound of the present invention may be mixed with other herbicides, various insecticides, fungicides, plant growth regulators or synergists, etc. at the time of formulation or dispersion.

특히, 다른 제초제와 혼합시용함으로써, 시용약량의 감소에 의한 저비용화, 혼합약제의 상승작용에 의한 살초 스펙트럼의 확대나, 보다 높은 살초효과를 기대할 수 있다. 이 때, 동시에 복수의 공지 제초제와의 조합도 가능하다. In particular, by mixing application with other herbicides, cost reduction due to a decrease in the amount of application agent, broadening of the herbicidal spectrum due to the synergistic action of the mixed agent, and higher herbicidal effect can be expected. At this time, it is also possible to combine with a plurality of known herbicides at the same time.

본 발명 화합물의 시용약량은 적용장면, 시용시기, 시용방법, 재배작물 등에 따라 차이는 있으나 일반적으로는 유효성분량으로서 헥타르(ha)당 0.005 내지 50kg 정도가 적당하다.Although the amount of application of the compound of the present invention varies depending on the application scene, application period, application method, cultivated crops, etc., in general, about 0.005 to 50 kg per hectare (ha) is suitable as the amount of active ingredient.

제제예Formulation example

다음에 구체적으로 본 발명 화합물을 유효성분으로 하는 농약제제예를 나타내는데 이들만으로 한정되는 것은 아니다. 한편, 이하의 배합예에 있어서 「부」는 질량부를 의미한다.Examples of agrochemical preparations using the compound of the present invention as an active ingredient are specifically shown below, but the present invention is not limited thereto. In addition, in the following compounding examples, "part" means a mass part.

〔배합예 1〕수화제[Formulation Example 1] Wetting agent

본 발명 화합물 No.1-024 20부20 parts of the compound of the present invention No.1-024

파이로필라이트 76부Pyrophyllite 76 parts

솔폴(solpole) 5039 2부Solpole 5039 Part 2

(음이온성 계면활성제: 토호화학공업(주) 상품명)(Anionic surfactant: Toho Chemical Industry Co., Ltd. brand name)

카플렉스 #80 2부Carplex #80 Part 2

(합성함수규산: 시오노기제약(주) 상품명)(Synthetic hydrous silicic acid: Shionogi Pharmaceutical Co., Ltd. brand name)

이상을 균일하게 혼합분쇄하여 수화제로 한다.Mix and pulverize the above to make a wettable powder.

〔배합예 2〕유제[Formulation Example 2] Oil agent

본 발명 화합물 No.3-009 5부5 parts of the compound of the present invention No.3-009

자일렌 75부xylene 75 parts

N-메틸-2-피롤리돈 15부15 parts of N-methyl-2-pyrrolidone

솔폴 2680 5부Solpole 2680 Part 5

이상을 균일하게 혼합하여 유제로 한다.The above is uniformly mixed to make an emulsion.

〔배합예 3〕플로아블제[Formulation example 3] Flowable agent

본 발명 화합물 No.3-065 25부25 parts of the compound of the present invention No.3-065

아그리졸(アグリゾ-ル) S-710 10부Agrisol S-710 10 copies

(비이온성 계면활성제: 카오(주) 상품명)(Non-ionic surfactant: Kao Co., Ltd. brand name)

루녹스 1000C 0.5부Lunox 1000C 0.5 parts

크산탄검 0.02부xanthan gum 0.02 parts

물 64.48부64.48 parts of water

이상을 균일하게 혼합한 후, 습식 분쇄하여 플로아블제로 한다.After uniformly mixing the above, it is wet-pulverized and it is set as a flowable agent.

〔배합예 4〕드라이 플로아블제[Formulation example 4] Dry flowable agent

본 발명 화합물 No.1-045 75부75 parts of the compound of the present invention No. 1-045

하이테놀 NE-15 5부Hithenol NE-15 5 parts

(음이온성 계면활성제: 제일공업제약(주) 상품명)(Anionic surfactant: Jeil Industrial Pharmaceutical Co., Ltd. brand name)

바닐렉스N 10부Vanillax N 10

(음이온성 계면활성제: 일본제지(주) 상품명)(Anionic surfactant: Nippon Paper Co., Ltd. brand name)

카플렉스 #80 10부Carplex #80 10 copies

이상을 균일하게 혼합분쇄한 후, 소량의 물을 첨가하여 교반혼합 날화(捏和)하고, 압출식 조립기(造粒機)로 조립하고, 건조하여 드라이 플로아블제로 한다.After uniformly mixing and pulverizing the above, a small amount of water is added, stirred and kneaded, granulated with an extrusion granulator, and dried to obtain a dry flowable product.

〔배합예 5〕입제[Formulation Example 5] Granules

본 발명 화합물 No.3-089 1부1 part of the compound of the present invention No.3-089

벤토나이트 55부bentonite 55 parts

탈크 44부talc 44 parts

이상을 균일하게 혼합분쇄한 후, 소량의 물을 첨가하여 교반혼합 날화하고, 압출식 조립기로 조립하고, 건조하여 입제로 한다. After uniformly mixing and pulverizing the above, a small amount of water is added, kneaded by stirring, mixing, granulated with an extrusion granulator, and dried to make granules.

실시예Example

이하에, 본 발명 화합물의 합성예, 시험예를 실시예로 하여 구체적으로 서술함으로써, 본 발명을 더욱 상세하게 설명하는데, 본 발명은 이들로 한정되는 것은 아니다.Hereinafter, the present invention will be described in more detail by specifically describing synthesis examples and test examples of the compounds of the present invention as examples, but the present invention is not limited thereto.

합성예에 기재된 중압분취액체 크로마토그래피는, 야마젠 주식회사 중압분취장치; YFLC-Wprep(유속 18ml/min, 실리카겔 40μm의 칼럼)를 사용하였다.The medium pressure preparative liquid chromatography described in the synthesis example was performed by Yamazen Co., Ltd. medium pressure preparative apparatus; YFLC-Wprep (flow rate 18 ml/min, silica gel column of 40 μm) was used.

또한, 이하에 기재된 프로톤 핵자기공명 스펙트럼(이하, ¹H-NMR로 기재한다.)의 케미칼시프트값은, 기준물질로서 Me₄Si(테트라메틸실란)를 이용하고, 중클로로포름용매 중에서, 300MHz(기종; JNM-ECX300 또는 JNM-ECP300, JEOL사제)로 측정하였다. 단, 중디메틸설폭사이드용매 중에서 측정한 경우는, 케미칼시프트값의 데이터 중에 「(DMSO-d6)」으로 나타냈다. 한편, ¹H-NMR의 케미칼시프트값에 있어서의 기호는, 하기의 의미를 나타낸다.In addition, the chemical shift value of the proton nuclear magnetic resonance spectra described below (hereinafter, described as ¹ H-NMR.) Is, in use, and heavy chloroform solvent to Me ₄ Si (tetramethylsilane) as the reference substance, 300MHz ( Model: JNM-ECX300 or JNM-ECP300, manufactured by JEOL) was used. However, when it measured in the heavy dimethyl sulfoxide solvent, it showed as "(DMSO-d6)" in the data of the chemical shift value. In addition, the symbol in the chemical shift value of ^{1 H-NMR shows the following meaning.}

s: 싱글릿, d: 더블릿, dd: 더블더블릿, dt: 더블릿트리플릿, td: 트리플릿더블릿, ddd: 더블더블더블릿, t: 트리플릿, q: 콰르텟, sep: 셉텟, m: 멀티플릿, brs: 브로드싱글릿. 또한, 2종 이상의 입체이성체가 존재하는 경우에 해석이 가능한 시그널에 대해서, 각각의 케미칼시프트값을 「and」로 표기하였다.s: singlet, d: doublet, dd: double doublet, dt: doublet triplet, td: triplet doublet, ddd: double doublet, t: triplet, q: quartet, sep: ceptet, m: multi Fleet, brs: Broad singlet. In addition, for signals that can be interpreted when two or more stereoisomers exist, each chemical shift value is expressed as "and".

합성예Synthesis example

〔합성예 1〕[Synthesis Example 1]

5-하이드록시-2,6-디메틸-4-(2-(4-시아노페닐)벤조[b]티오펜-3-일)피리다진-3(2H)-온(화합물 No.1-045)의 합성 5-Hydroxy-2,6-dimethyl-4-(2-(4-cyanophenyl)benzo[b]thiophen-3-yl)pyridazin-3(2H)-one (Compound No. 1-045 ) synthesis

공정1: 5-메톡시-2,6-디메틸-4-(2-(4-시아노페닐)벤조[b]티오펜-3-일)피리다진-3(2H)-온의 합성Step 1: Synthesis of 5-methoxy-2,6-dimethyl-4-(2-(4-cyanophenyl)benzo[b]thiophen-3-yl)pyridazin-3(2H)-one

4-(2-브로모벤조[b]티오펜-3-일)-5-메톡시-2,6-디메틸피리다진-3(2H)-온 200mg 및 톨루엔 3ml의 혼합용액에, 실온에서, p-시아노페닐보론산 322mg, 인산칼륨 349mg, 2-디시클로헥실포스피노-2’,6’-디이소프로폭시비페닐 51mg 및 아세트산팔라듐 12mg을 첨가하였다. 첨가종료 후, 반응용기 내를 질소가스로 치환하였다. 치환종료 후, 반응혼합물을 110℃에서 3시간 교반하였다. 교반종료 후, 불용물을 셀라이트 여과하고, 여물을 클로로포름으로 세정(10ml×2)하였다. 얻어진 여액을 감압하에서 농축한 후, 잔류물을 실리카겔 크로마토그래피[아세트산에틸:n-헥산=5:95~20:80(체적비, 이하 동일하다.)]의 그래디언트]로 정제하여, 목적물 90mg을 황색 고체로서 얻었다.In a mixed solution of 200 mg of 4-(2-bromobenzo[b]thiophen-3-yl)-5-methoxy-2,6-dimethylpyridazin-3(2H)-one and 3ml of toluene, at room temperature, 322 mg of p-cyanophenylboronic acid, 349 mg of potassium phosphate, 51 mg of 2-dicyclohexylphosphino-2',6'-diisopropoxybiphenyl, and 12 mg of palladium acetate were added. After completion of the addition, the inside of the reaction vessel was replaced with nitrogen gas. After completion of the substitution, the reaction mixture was stirred at 110° C. for 3 hours. After the stirring was completed, the insoluble matter was filtered through Celite, and the filtrate was washed with chloroform (10 ml x 2). After the obtained filtrate was concentrated under reduced pressure, the residue was purified by silica gel chromatography [gradient of ethyl acetate: n-hexane = 5:95 to 20:80 (volume ratio, the same applies hereinafter)]], and 90 mg of the target product was obtained as yellow. obtained as a solid.

융점: 219-221℃Melting Point: 219-221℃

¹H NMR: ¹ H NMR:

δ7.85-7.95 (m, 1H), 7.55-7.70 (m, 4H), 7.35-7.50 (m, 3H),δ7.85-7.95 (m, 1H), 7.55-7.70 (m, 4H), 7.35-7.50 (m, 3H),

3.77 (s, 3H), 3.33 (s, 3H), 2.24 (s, 3H). 3.77 (s, 3H), 3.33 (s, 3H), 2.24 (s, 3H).

공정2: 5-하이드록시-2,6-디메틸-4-(2-(4-시아노페닐)벤조[b]티오펜-3-일)피리다진-3(2H)-온(화합물 No.1-045)의 합성Step 2: 5-hydroxy-2,6-dimethyl-4-(2-(4-cyanophenyl)benzo[b]thiophen-3-yl)pyridazin-3(2H)-one (Compound No. 1-045) synthesis

5-메톡시-2,6-디메틸-4-(2-(4-시아노페닐)벤조[b]티오펜-3-일)피리다진-3(2H)-온 90mg에, 실온에서 모르폴린 2ml를 첨가하였다. 첨가종료 후, 반응용기 내를 질소가스로 치환하였다. 치환종료 후, 반응혼합물을 95℃에서, 5시간 교반하였다. 교반종료 후, 반응혼합물 중의 용매를 감압하에서 유거하였다. 얻어진 잔류물을 클로로포름 10ml에 용해시키고, 빙랭하에서, 1mol/L 염산을 pH1이 될 때까지 첨가하고, 혼합용액을 실온에서 1시간 교반하였다. 교반종료 후, 혼합용액으로부터 유기층을 분리하였다. 얻어진 유기층을 1mol/L 염산 5ml로 세정 후, 포화식염수·무수황산나트륨의 순으로 탈수·건조하고, 감압하에서 용매를 유거하였다. 얻어진 잔류물을, 실리카겔 크로마토그래피(아세트산에틸:n-헥산=20:80~75:25의 그래디언트)로 정제하여, 목적물 83mg을 백색 고체로서 얻었다.5-methoxy-2,6-dimethyl-4-(2-(4-cyanophenyl)benzo[b]thiophen-3-yl)pyridazin-3(2H)-one 90mg to morpholine at room temperature 2 ml was added. After completion of the addition, the inside of the reaction vessel was replaced with nitrogen gas. After completion of the substitution, the reaction mixture was stirred at 95° C. for 5 hours. After completion of stirring, the solvent in the reaction mixture was distilled off under reduced pressure. The obtained residue was dissolved in 10 ml of chloroform, and under ice cooling, 1 mol/L hydrochloric acid was added until pH 1 was reached, and the mixture was stirred at room temperature for 1 hour. After the stirring was completed, the organic layer was separated from the mixed solution. The obtained organic layer was washed with 5 ml of 1 mol/L hydrochloric acid, dehydrated and dried in the order of saturated brine and anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure. The obtained residue was purified by silica gel chromatography (ethyl acetate:n-hexane = 20:80 to 75:25 gradient) to obtain 83 mg of the target substance as a white solid.

융점: 240-242℃Melting Point: 240-242℃

¹H NMR: ¹ H NMR:

δ7.75-7.85 (m, 1H), 7.25-7.50 (m, 7H), 3.47 (s, 3H), 2.17 (s, 3H).δ7.75-7.85 (m, 1H), 7.25-7.50 (m, 7H), 3.47 (s, 3H), 2.17 (s, 3H).

〔합성예 2〕[Synthesis Example 2]

5-하이드록시-2,6-디메틸-4-(2-(4-클로로-1H-피라졸-1-일)벤조[b]티오펜-3-일)피리다진-3(2H)-온(화합물 No.1-097)의 합성 5-hydroxy-2,6-dimethyl-4-(2-(4-chloro-1H-pyrazol-1-yl)benzo[b]thiophen-3-yl)pyridazin-3(2H)-one Synthesis of (Compound No. 1-097)

공정1: 1,3-디메틸-6-옥소-5-(2-(4-클로로-1H-피라졸-1-일)벤조[b]티오펜-3-일)-1,6-디하이드로피리다진-4-일=(n-부티레이트)(화합물 No.1-098의 합성) Step 1: 1,3-dimethyl-6-oxo-5- (2- (4-chloro-1H-pyrazol-1-yl) benzo [b] thiophen-3-yl) -1,6-dihydro Pyridazin-4-yl = (n-butyrate) (synthesis of compound No. 1-098)

4-(2-브로모벤조[b]티오펜-3-일)-5-메톡시-2,6-디메틸피리다진-3(2H)-온 200mg 및 N,N-디메틸아세트아미드 5ml의 혼합용액에, 실온에서 4-클로로피라졸 68mg, 탄산칼륨 206mg, 요오드화구리 11mg 및 (1S,2S)-(+)-N,N’-디메틸시클로헥산-1,2-디아민 21mg을 첨가하였다. 첨가종료 후, 반응용기 내를 질소가스로 치환하였다. 치환종료 후, 반응혼합물을 130℃에서 8시간 교반하였다. 교반종료 후, 반응혼합물에 아세트산에틸 20ml 및 28질량% 암모니아수 20ml를 첨가하고, 석출한 불용물을 셀라이트 여과하였다. 얻어진 여액에, 빙랭하, 35질량% 염산을 pH1이 될 때까지 첨가하고, 아세트산에틸 20ml로 추출하였다. 얻어진 유기층에, 실온하, 수산화리튬 58mg의 물 20ml 용액을 첨가하고, 혼합용액으로부터 수층을 분리하였다. 얻어진 수층에, 빙랭하, 35질량% 염산을 pH1이 될 때까지 첨가하고, 석출한 고체를 여과하였다. 얻어진 고체를 디클로로메탄 2ml에 용해시키고, 빙랭하에서, 트리에틸아민 61mg 및 n-부티릴클로라이드 70mg을 첨가하였다. 첨가종료 후, 반응혼합물을 실온에서 1시간 교반하였다. 교반종료 후, 반응혼합물 중의 용매를 감압하에서 유거하고, 얻어진 잔류물을 실리카겔 크로마토그래피(아세트산에틸:n-헥산=2:98~30:70의 그래디언트)로 정제하여, 목적물 57mg을 황색 유상물로서 얻었다.Mixing 200 mg of 4-(2-bromobenzo[b]thiophen-3-yl)-5-methoxy-2,6-dimethylpyridazin-3(2H)-one and 5ml of N,N-dimethylacetamide To the solution, 68 mg of 4-chloropyrazole, 206 mg of potassium carbonate, 11 mg of copper iodide and 21 mg of (1S,2S)-(+)-N,N'-dimethylcyclohexane-1,2-diamine were added at room temperature. After completion of the addition, the inside of the reaction vessel was replaced with nitrogen gas. After completion of the substitution, the reaction mixture was stirred at 130° C. for 8 hours. After completion of stirring, 20 ml of ethyl acetate and 20 ml of 28 mass % aqueous ammonia were added to the reaction mixture, and the precipitated insoluble matter was filtered through Celite. Under ice cooling, 35 mass % hydrochloric acid was added to the obtained filtrate until it became pH1, and it extracted with 20 ml of ethyl acetate. To the obtained organic layer, a solution of 58 mg of lithium hydroxide in 20 ml of water was added at room temperature, and the aqueous layer was separated from the mixed solution. Under ice cooling, 35 mass % hydrochloric acid was added to the obtained water layer until it became pH1, and the precipitated solid was filtered. The obtained solid was dissolved in 2 ml of dichloromethane, and 61 mg of triethylamine and 70 mg of n-butyryl chloride were added under ice cooling. After completion of the addition, the reaction mixture was stirred at room temperature for 1 hour. After stirring, the solvent in the reaction mixture was distilled off under reduced pressure, and the obtained residue was purified by silica gel chromatography (ethyl acetate:n-hexane = 2:98-30:70 gradient), and 57 mg of the target substance was obtained as a yellow oil. got it

¹H NMR: ¹ H NMR:

δ7.75-7.85 (m, 1H), 7.72 (s, 1H), 7.63 (s, 1H),7.30-7.40 (m, 3H), δ7.75-7.85 (m, 1H), 7.72 (s, 1H), 7.63 (s, 1H), 7.30-7.40 (m, 3H),

3.83 (s, 3H), 2.30 (s, 3H), 2.10-2.20 (m, 2H), 1.20-1.35 (m, 2H), 3.83 (s, 3H), 2.30 (s, 3H), 2.10-2.20 (m, 2H), 1.20-1.35 (m, 2H),

0.58 (t, J=7.5Hz, 3H). 0.58 (t, J=7.5Hz, 3H).

공정2: 5-하이드록시-2,6-디메틸-4-(2-(4-클로로-1H-피라졸-1-일)벤조[b]티오펜-3-일)피리다진-3(2H)-온(화합물 No.1-097)의 합성 Step 2: 5-hydroxy-2,6-dimethyl-4- (2- (4-chloro-1H-pyrazol-1-yl) benzo [b] thiophen-3-yl) pyridazin-3 (2H Synthesis of )-one (Compound No. 1-097)

1,3-디메틸-6-옥소-5-(2-(4-클로로-1H-피라졸-1-일)벤조[b]티오펜-3-일)-1,6-디하이드로피리다진-4-일=(n-부티레이트) 36mg 및 테트라하이드로푸란 1ml의 혼합용액에, 실온에서 수산화리튬 10mg의 물 2ml 용액을 첨가하였다. 첨가종료 후, 반응혼합물을 실온에서 1시간 교반하였다. 교반종료 후, 반응혼합물 중의 용매를 감압하에서 유거하였다. 얻어진 잔류물에 35질량% 염산을 pH1이 될 때까지 첨가하고, 석출한 고체를 여과하여, 목적물 30mg을 백색 고체로서 얻었다.1,3-Dimethyl-6-oxo-5-(2-(4-chloro-1H-pyrazol-1-yl)benzo[b]thiophen-3-yl)-1,6-dihydropyridazine- To a mixed solution of 4-yl=(n-butyrate) 36 mg and 1 ml of tetrahydrofuran, a solution of 10 mg of lithium hydroxide in 2 ml of water was added at room temperature. After completion of the addition, the reaction mixture was stirred at room temperature for 1 hour. After completion of stirring, the solvent in the reaction mixture was distilled off under reduced pressure. 35 mass % hydrochloric acid was added to the obtained residue until it became pH1, the precipitated solid was filtered, and 30 mg of target substances were obtained as a white solid.

¹H NMR(DMSO-d6): ¹ H NMR (DMSO-d6):

δ8.30 (s, 1H), 8.09 (s, 1H), 7.95-8.05 (m, 1H), 7.90 (s, 1H), δ8.30 (s, 1H), 8.09 (s, 1H), 7.95-8.05 (m, 1H), 7.90 (s, 1H),

7.30-7.45 (m, 2H), 7.20-7.30 (m, 1H), 3.58 (s, 3H), 2.26 (s, 3H). 7.30-7.45 (m, 2H), 7.20-7.30 (m, 1H), 3.58 (s, 3H), 2.26 (s, 3H).

〔합성예 3〕[Synthesis Example 3]

5-(6-메톡시-2-(2-메톡시페닐)벤조[b]티오펜-3-일)-1,3-디메틸-6-옥소-1,6-디하이드로피리다진-4-일=(n-부티레이트)(화합물 No.3-066)의 합성 5-(6-methoxy-2-(2-methoxyphenyl)benzo[b]thiophen-3-yl)-1,3-dimethyl-6-oxo-1,6-dihydropyridazine-4- Synthesis of work = (n-butyrate) (Compound No. 3-066)

공정1: 2-(6-메톡시-2-(2-메톡시페닐)벤조[b]티오펜-3-일)아세트산메틸의 합성Step 1: Synthesis of 2-(6-methoxy-2-(2-methoxyphenyl)benzo[b]thiophen-3-yl)methyl acetate

2-(6-메톡시벤조[b]티오펜-3-일)아세트산 12.9g 및 N,N-디메틸포름아미드 115ml의 혼합용액에, 실온에서, 2-브로모아니솔 27.0g, 아세트산팔라듐 649mg, 트리페닐포스핀 1.5g 및 탄산칼륨 12.0g을 첨가하였다. 첨가종료 후, 반응용기 내의 공기를 질소가스로 치환하고, 반응혼합물을 100℃에서 11시간 교반하였다. 교반종료 후, 반응혼합물을 실온까지 냉각한 후, 반응용액에 탄산칼륨 24.0g, 요오드화메틸 49.2g을 첨가하고, 실온에서 13시간 교반하였다. 교반종료 후, 반응혼합물에 톨루엔 200ml를 첨가하여, 불용물을 셀라이트 여과하였다. 여물을 톨루엔 20ml로 세정하고, 얻어진 여액을 물 100ml로 세정 후, 포화식염수·무수황산나트륨의 순으로 탈수·건조하고, 감압하에서 용매를 유거하였다. 얻어진 잔류물을 실리카겔 칼럼크로마토그래피(아세트산에틸:n-헥산=1:99~20:80의 그래디언트)로 정제하여, 목적물 7.93g을 무색 유상물로서 얻었다.To a mixed solution of 12.9 g of 2-(6-methoxybenzo[b]thiophen-3-yl)acetic acid and 115 ml of N,N-dimethylformamide at room temperature, 27.0 g of 2-bromoanisole, 649 mg of palladium acetate , 1.5 g of triphenylphosphine and 12.0 g of potassium carbonate were added. After completion of the addition, the air in the reaction vessel was replaced with nitrogen gas, and the reaction mixture was stirred at 100° C. for 11 hours. After the stirring was completed, the reaction mixture was cooled to room temperature, 24.0 g of potassium carbonate and 49.2 g of methyl iodide were added to the reaction solution, and the mixture was stirred at room temperature for 13 hours. After the stirring was completed, 200 ml of toluene was added to the reaction mixture, and the insoluble matter was filtered through Celite. The filtrate was washed with 20 ml of toluene, and the resulting filtrate was washed with 100 ml of water, dehydrated and dried in the order of saturated brine and anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure. The obtained residue was purified by silica gel column chromatography (ethyl acetate:n-hexane = 1:99 to 20:80 gradient) to obtain 7.93 g of the target substance as a colorless oil.

¹H NMR: ¹ H NMR:

δ7.61 (d, J=8.9Hz, 1H), 7.35-7.45 (m, 2H), 7.32 (d, J=2.4Hz, 1H),δ7.61 (d, J=8.9Hz, 1H), 7.35-7.45 (m, 2H), 7.32 (d, J=2.4Hz, 1H),

6.95-7.10 (m, 3H), 3.89 (s, 3H), 3.79 (s, 3H), 3.69 (s, 2H), 6.95-7.10 (m, 3H), 3.89 (s, 3H), 3.79 (s, 3H), 3.69 (s, 2H),

3.67 (s, 3H). 3.67 (s, 3H).

공정2: 2-(6-메톡시-2-(2-메톡시페닐)벤조[b]티오펜-3-일)아세트산의 합성Step 2: Synthesis of 2-(6-methoxy-2-(2-methoxyphenyl)benzo[b]thiophen-3-yl)acetic acid

2-(6-메톡시-2-(2-메톡시페닐)벤조[b]티오펜-3-일)아세트산메틸 9.0g 및 테트라하이드로푸란 60ml의 혼합용액에, 수산화나트륨 3.4g의 물 100ml 용액을 실온에서 첨가하였다. 첨가종료 후, 실온에서 12시간 교반하였다. 교반종료 후, 반응혼합액 중의 용매를 감압하에서 유거하고, 얻어진 잔류물에 물 20ml 및 헥산 50ml를 첨가하여, 반응혼합물로부터 수층을 분리하였다. 얻어진 수층에, 빙랭하, 35질량% 염산을 pH1이 될 때까지 첨가하고, 석출한 고체를 여취하였다. 얻어진 고체를, 물 20ml 및 헥산 20ml로 순차 세정하여, 목적물 7.0g을 백색 고체로서 얻었다.2-(6-methoxy-2-(2-methoxyphenyl)benzo[b]thiophen-3-yl)methyl acetate 9.0g and tetrahydrofuran 60ml mixed solution, sodium hydroxide 3.4g 100ml water was added at room temperature. After completion of the addition, the mixture was stirred at room temperature for 12 hours. After the stirring was completed, the solvent in the reaction mixture was distilled off under reduced pressure, 20 ml of water and 50 ml of hexane were added to the obtained residue, and the aqueous layer was separated from the reaction mixture. Under ice cooling, 35 mass % hydrochloric acid was added to the obtained aqueous layer until it became pH1, and the precipitated solid was filtered off. The obtained solid was washed sequentially with 20 ml of water and 20 ml of hexane to obtain 7.0 g of the target product as a white solid.

융점: 232-234℃Melting Point: 232-234℃

¹H NMR: ¹ H NMR:

δ7.65-7.80 (m, 2H), 7.43 (d, J=2.4Hz, 1H), 7.30-7.45 (m, 1H),δ7.65-7.80 (m, 2H), 7.43 (d, J=2.4Hz, 1H), 7.30-7.45 (m, 1H),

7.10 (d, J=8.4Hz, 1H), 6.95-7.05 (m, 1H),7.10 (d, J=8.4Hz, 1H), 6.95-7.05 (m, 1H),

6.94 (dd, J=8.4, 2.4Hz, 1H), 3.81 (s, 3H),6.94 (dd, J=8.4, 2.4Hz, 1H), 3.81 (s, 3H),

3.76 (s, 3H), 3.34 (s, 2H).3.76 (s, 3H), 3.34 (s, 2H).

공정3: 2-(2-(2-(6-메톡시-2-(2-메톡시페닐)벤조[b]티오펜-3-일)아세틸-2-메틸하이드라지닐리덴)프로피온산에틸의 합성Step 3: 2-(2-(2-(6-methoxy-2-(2-methoxyphenyl)benzo[b]thiophen-3-yl)acetyl-2-methylhydrazinylidene)ethyl propionate synthesis

2-(6-메톡시-2-(2-메톡시페닐)벤조[b]티오펜-3-일)아세트산 7.0g 및 디클로로메탄 22ml의 혼합용액에, 1-(3-디메틸아미노프로필)-3-에틸카르보디이미드염산염 4.5g 및 펜타플루오로페놀 4.3g을 실온에서 첨가하였다. 첨가종료 후, 실온에서 5시간 교반하였다. 별도의 반응용기에서 조제한 메틸하이드라진황산염 6.2g 및 디클로로메탄 30ml의 혼합용액에, 디이소프로필에틸아민 8.3g을 실온에서 첨가하였다. 첨가종료 후, 실온에서 5시간 교반하였다. 교반종료 후, 앞서 조제한 2-(6-메톡시-2-(2-메톡시페닐)벤조[b]티오펜-3-일)아세트산과 1-(3-디메틸아미노프로필)-3-에틸카르보디이미드염산염의 혼합물을, 실온에서 이 반응혼합액에 첨가하였다. 첨가종료 후, 실온에서 3시간 교반하였다. 교반종료 후, 반응혼합액에, 물 40ml를 첨가하고, 디클로로메탄 30ml로 추출하였다. 얻어진 유기층을, 물(30ml×2)로 세정한 후, 포화식염수·무수황산나트륨의 순으로 탈수·건조하고, 감압하에서 용매를 유거하였다. 얻어진 잔류물을 에탄올 62ml에 용해시키고, 피루브산에틸 5.0g을 실온에서 첨가하였다. 첨가종료 후, 실온에서 12시간 교반하였다. 교반종료 후, 반응혼합물 중의 용매를 감압하에서 유거하였다. 얻어진 잔류물을, 실리카겔 칼럼크로마토그래피(아세트산에틸:n-헥산=1:99~15:85의 그래디언트)로 정제하여, 목적물 7.5g을 갈색 유상물로서 얻었다. In a mixed solution of 7.0 g of 2-(6-methoxy-2-(2-methoxyphenyl)benzo[b]thiophen-3-yl)acetic acid and 22ml of dichloromethane, 1-(3-dimethylaminopropyl)- 4.5 g of 3-ethylcarbodiimide hydrochloride and 4.3 g of pentafluorophenol were added at room temperature. After completion of the addition, the mixture was stirred at room temperature for 5 hours. To a mixed solution of 6.2 g of methylhydrazine sulfate and 30 ml of dichloromethane prepared in a separate reaction vessel, 8.3 g of diisopropylethylamine was added at room temperature. After completion of the addition, the mixture was stirred at room temperature for 5 hours. After completion of stirring, 2-(6-methoxy-2-(2-methoxyphenyl)benzo[b]thiophen-3-yl)acetic acid and 1-(3-dimethylaminopropyl)-3-ethylcar A mixture of bodyimide hydrochloride was added to the reaction mixture at room temperature. After completion of the addition, the mixture was stirred at room temperature for 3 hours. After the stirring was completed, 40 ml of water was added to the reaction mixture, and the mixture was extracted with 30 ml of dichloromethane. The obtained organic layer was washed with water (30 ml x 2), then dehydrated and dried in the order of saturated brine and anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure. The obtained residue was dissolved in 62 ml of ethanol, and 5.0 g of ethyl pyruvate was added at room temperature. After completion of the addition, the mixture was stirred at room temperature for 12 hours. After completion of stirring, the solvent in the reaction mixture was distilled off under reduced pressure. The obtained residue was purified by silica gel column chromatography (ethyl acetate:n-hexane = gradient of 1:99 to 15:85) to obtain 7.5 g of the target substance as a brown oil.

¹H NMR: ¹ H NMR:

δ7.55-7.70 (m, 1H), 7.25-7.45 (m, 3H), 6.90-7.05 (m, 3H),δ7.55-7.70 (m, 1H), 7.25-7.45 (m, 3H), 6.90-7.05 (m, 3H),

4.24 (q, J=6.9Hz, 2H), 4.06 (s, 2H), 3.88 (s, 3H), 3.79 (s, 3H),4.24 (q, J=6.9Hz, 2H), 4.06 (s, 2H), 3.88 (s, 3H), 3.79 (s, 3H),

3.32 (s, 3H), 2.19 (s, 3H), 1.28 (t, J=6.9Hz, 3H).3.32 (s, 3H), 2.19 (s, 3H), 1.28 (t, J=6.9Hz, 3H).

공정4: 5-하이드록시-4-(6-메톡시-2-(2-메톡시페닐)벤조[b]티오펜-3-일)-2,6-디메틸피리다진-3(2H)-온(화합물 No.3-065)의 합성Step 4: 5-hydroxy-4-(6-methoxy-2-(2-methoxyphenyl)benzo[b]thiophen-3-yl)-2,6-dimethylpyridazine-3(2H)- Synthesis of On (Compound No. 3-065)

2-(2-(2-(6-메톡시-2-(2-메톡시페닐)벤조[b]티오펜-3-일)아세틸)-2-메틸하이드라지닐리덴)프로피온산에틸 3.1g 및 아세토니트릴 70ml의 혼합용액에, 1,8-디아자비시클로[5,4,0]-7-운데센 2.1g을 실온에서 첨가하였다. 첨가종료 후, 반응용기 내를 질소가스로 치환하였다. 치환종료 후, 혼합용액을, 80℃에서 5시간 교반하였다. 교반종료 후, 반응혼합물 중의 용매를 감압하에서 유거하였다. 얻어진 잔류물을 아세트산에틸 120ml에 용해시키고, 1mol/L 염산 10ml를 실온에서 첨가하였다. 첨가종료 후, 혼합용액을, 실온에서 1시간 교반하였다. 교반종료 후, 혼합용액으로부터 유기층을 분리하였다. 얻어진 유기층을 포화식염수·무수황산나트륨의 순으로 탈수·건조하고, 감압하에서 용매를 유거하였다. 얻어진 잔류물에 디이소프로필에테르 20ml를 첨가하고, 석출한 고체를 여취하였다. 얻어진 고체를 디이소프로필에테르와 아세토니트릴의 혼합용액(20:1) 5ml로 세정하여, 목적물 952mg을 백색 고체로서 얻었다.3.1 g of 2-(2-(2-(6-methoxy-2-(2-methoxyphenyl)benzo[b]thiophen-3-yl)acetyl)-2-methylhydrazinylidene)ethyl propionate and To a mixed solution of 70 ml of acetonitrile, 2.1 g of 1,8-diazabicyclo[5,4,0]-7-undecene was added at room temperature. After completion of the addition, the inside of the reaction vessel was replaced with nitrogen gas. After completion of the substitution, the mixed solution was stirred at 80°C for 5 hours. After completion of stirring, the solvent in the reaction mixture was distilled off under reduced pressure. The obtained residue was dissolved in 120 ml of ethyl acetate, and 10 ml of 1 mol/L hydrochloric acid was added at room temperature. After completion of the addition, the mixed solution was stirred at room temperature for 1 hour. After the stirring was completed, the organic layer was separated from the mixed solution. The obtained organic layer was dehydrated and dried in the order of saturated brine and anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure. 20 ml of diisopropyl ether was added to the obtained residue, and the precipitated solid was filtered off. The obtained solid was washed with 5 ml of a mixed solution of diisopropyl ether and acetonitrile (20:1) to obtain 952 mg of the target substance as a white solid.

융점: 243-244℃Melting Point: 243-244℃

¹H NMR: ¹ H NMR:

δ7.25-7.40 (m, 4H), 6.90-7.05 (m, 3H), 6.32 (s, 1H), 3.89 (s, 3H), δ7.25-7.40 (m, 4H), 6.90-7.05 (m, 3H), 6.32 (s, 1H), 3.89 (s, 3H),

3.82 (s, 3H), 3.75 (s, 3H), 2.18 (s, 3H). 3.82 (s, 3H), 3.75 (s, 3H), 2.18 (s, 3H).

공정5: 5-(6-메톡시-2-(2-메톡시페닐)벤조[b]티오펜-3-일)-1,3-디메틸-6-옥소-1,6-디하이드로피리다진-4-일=(n-부티레이트)(화합물 No.3-066)의 합성Step 5: 5-(6-methoxy-2-(2-methoxyphenyl)benzo[b]thiophen-3-yl)-1,3-dimethyl-6-oxo-1,6-dihydropyridazine Synthesis of -4-yl = (n-butyrate) (Compound No. 3-066)

5-하이드록시-4-(6-메톡시-2-(2-메톡시페닐)벤조[b]티오펜-3-일)-2,6-디메틸피리다진-3(2H)-온 100mg 및 디클로로메탄 2ml의 혼합용액에, 빙랭하, 트리에틸아민 30mg을 첨가하였다. 첨가종료 후, 실온에서 30분간 교반하였다. 교반종료 후, n-부티릴클로라이드 29mg을 실온에서 첨가하였다. 첨가종료 후, 실온에서 1시간 교반하였다. 교반종료 후, 반응혼합물에, 물 5ml를 첨가하고, 아세트산에틸 5ml로 추출하였다. 얻어진 유기층을 물 2ml로 세정하고, 포화식염수·무수황산나트륨의 순으로 탈수·건조하고, 감압하에서 용매를 유거하였다. 얻어진 잔류물을 실리카겔 칼럼크로마토그래피(아세트산에틸:n-헥산=1:99~25:75의 그래디언트)로 정제하여, 목적물 116mg을 황색 유상물로서 얻었다.5-hydroxy-4-(6-methoxy-2-(2-methoxyphenyl)benzo[b]thiophen-3-yl)-2,6-dimethylpyridazin-3(2H)-one 100mg and To a mixed solution of 2 ml of dichloromethane, 30 mg of triethylamine was added under ice cooling. After the addition was completed, the mixture was stirred at room temperature for 30 minutes. After the stirring was completed, 29 mg of n-butyryl chloride was added at room temperature. After completion of the addition, the mixture was stirred at room temperature for 1 hour. After completion of stirring, 5 ml of water was added to the reaction mixture, followed by extraction with 5 ml of ethyl acetate. The obtained organic layer was washed with 2 ml of water, dehydrated and dried in the order of saturated brine and anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure. The obtained residue was purified by silica gel column chromatography (ethyl acetate:n-hexane = 1:99 to 25:75 gradient) to obtain 116 mg of the target substance as a yellow oil.

¹H NMR: ¹ H NMR:

δ7.25-7.35 (m, 4H), 6.85-7.00 (m, 3H), 3.86 (s, 3H), 3.83 (s, 3H),δ7.25-7.35 (m, 4H), 6.85-7.00 (m, 3H), 3.86 (s, 3H), 3.83 (s, 3H),

3.72 (s, 3H), 2.12 (t, J=7.5Hz, 2H), 2.10 (s, 3H),3.72 (s, 3H), 2.12 (t, J=7.5Hz, 2H), 2.10 (s, 3H),

1.25-1.45 (m, 2H), 0.68 (t, J=7.3Hz, 3H). 1.25-1.45 (m, 2H), 0.68 (t, J=7.3 Hz, 3H).

〔합성예 4〕[Synthesis Example 4]

4-(2-(4-(디플루오로메톡시)페닐)-5-플루오로벤조[b]티오펜-3-일)-5-하이드록시-2,6-디메틸피리다진-3(2H)-온(화합물 No.2-042)의 합성 4-(2-(4-(difluoromethoxy)phenyl)-5-fluorobenzo[b]thiophen-3-yl)-5-hydroxy-2,6-dimethylpyridazine-3(2H) Synthesis of -one (Compound No.2-042)

공정1: 2-(2-(4-(디플루오로메톡시)페닐)-5-플루오로벤조[b]티오펜-3-일)아세트산메틸의 합성Step 1: Synthesis of 2-(2-(4-(difluoromethoxy)phenyl)-5-fluorobenzo[b]thiophen-3-yl)methyl acetate

1-브로모-4-(디플루오로메톡시)벤젠 1.3g 및 N,N-디메틸포름아미드 5ml의 혼합용액에, 실온에서, 2-(5-플루오로벤조[b]티오펜-3-일)아세트산 1.0g, 트리페닐포스핀 250mg, 탄산칼륨 987mg 및 아세트산팔라듐 107mg을 첨가하였다. 첨가종료 후, 반응용기 내를 질소가스로 치환하였다. 치환종료 후, 반응혼합물을 100℃에서 5시간 교반하였다. 교반종료 후, 반응혼합물에, 빙랭하, 탄산칼륨 789mg 및 요오드화메틸 1.0g을 첨가하고, 실온에서 1시간 교반하였다. 교반종료 후, 불용물을 셀라이트 여과하고, 여물을 톨루엔 150ml로 세정하였다. 얻어진 여액을 물(15ml×2)로 세정 후, 포화식염수·무수황산나트륨의 순으로 탈수·건조하고, 감압하에서 용매를 유거하였다. 얻어진 잔류물을 실리카겔 크로마토그래피(클로로포름:n-헥산=1:99~15:85의 그래디언트)로 정제하여, 목적물 1.0g을 백색 고체로서 얻었다.In a mixed solution of 1.3 g of 1-bromo-4-(difluoromethoxy)benzene and 5 ml of N,N-dimethylformamide at room temperature, 2-(5-fluorobenzo[b]thiophen-3-yl ) 1.0 g of acetic acid, 250 mg of triphenylphosphine, 987 mg of potassium carbonate and 107 mg of palladium acetate were added. After completion of the addition, the inside of the reaction vessel was replaced with nitrogen gas. After completion of the substitution, the reaction mixture was stirred at 100° C. for 5 hours. After the stirring was completed, 789 mg of potassium carbonate and 1.0 g of methyl iodide were added to the reaction mixture under ice cooling, and the mixture was stirred at room temperature for 1 hour. After the stirring was completed, the insoluble matter was filtered through Celite, and the filtrate was washed with 150 ml of toluene. The obtained filtrate was washed with water (15 ml x 2), dehydrated and dried in the order of saturated brine and anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure. The obtained residue was purified by silica gel chromatography (chloroform:n-hexane = 1:99 to 15:85 gradient) to obtain 1.0 g of the target substance as a white solid.

융점: 111-113℃Melting Point: 111-113℃

¹H NMR: ¹ H NMR:

δ7.74 (dd, J=8.7, 4.8Hz, 1H), 7.55-7.65 (m, 2H),δ7.74 (dd, J=8.7, 4.8Hz, 1H), 7.55-7.65 (m, 2H),

7.43 (dd, J=9.6, 2.4Hz, 1H), 7.25-7.15 (m, 2H),7.43 (dd, J=9.6, 2.4Hz, 1H), 7.25-7.15 (m, 2H),

7.05 (ddd, J=8.7, 8.7, 2.4Hz, 1H), 6.57 (t, J=73.8Hz, 1H),7.05 (ddd, J=8.7, 8.7, 2.4Hz, 1H), 6.57 (t, J=73.8Hz, 1H),

3.78 (s, 2H), 3.74 (s, 3H).3.78 (s, 2H), 3.74 (s, 3H).

공정2: 2-(2-(4-(디플루오로메톡시)페닐)-5-플루오로벤조[b]티오펜-3-일)아세트산의 합성Step 2: Synthesis of 2-(2-(4-(difluoromethoxy)phenyl)-5-fluorobenzo[b]thiophen-3-yl)acetic acid

2-(2-(4-(디플루오로메톡시)페닐)-5-플루오로벤조[b]티오펜-3-일)아세트산메틸 2.1g, 테트라하이드로푸란 15ml 및 에탄올 15ml의 혼합용액에, 10질량% 수산화리튬수용액 30ml를 실온에서 첨가하였다. 첨가종료 후, 반응혼합물을 실온에서 3시간 교반하였다. 교반종료 후, 반응혼합물 중의 용매를 감압하에서 유거하였다. 얻어진 잔류물에, 빙랭하, 35질량% 염산을 pH1이 될 때까지 첨가하고, 석출한 고체를 여취하였다. 얻어진 고체를, 물(15ml×2)로 세정하여, 목적물 1.8g을 백색 고체로서 얻었다.In a mixed solution of 2.1 g of 2-(2-(4-(difluoromethoxy)phenyl)-5-fluorobenzo[b]thiophen-3-yl)methyl acetate, 15ml of tetrahydrofuran and 15ml of ethanol, 10 30 ml of a mass % lithium hydroxide aqueous solution was added at room temperature. After completion of the addition, the reaction mixture was stirred at room temperature for 3 hours. After completion of stirring, the solvent in the reaction mixture was distilled off under reduced pressure. To the obtained residue, under ice cooling, 35 mass % hydrochloric acid was added until it became pH1, and the precipitated solid was filtered off. The obtained solid was washed with water (15 ml x 2) to obtain 1.8 g of the target substance as a white solid.

융점: 203-204℃Melting Point: 203-204℃

¹H NMR: ¹ H NMR:

δ7.75 (dd, J=9.0, 4.8Hz, 1H), 7.55-7.65 (m, 2H),δ7.75 (dd, J=9.0, 4.8Hz, 1H), 7.55-7.65 (m, 2H),

7.45 (dd, J=9.6, 2.4Hz, 1H), 7.20-7.30 (m, 2H),7.45 (dd, J=9.6, 2.4Hz, 1H), 7.20-7.30 (m, 2H),

7.12 (ddd, J=9.0, 9.0, 2.4Hz, 1H), 6.57 (t, J=73.8Hz, 1H),7.12 (ddd, J=9.0, 9.0, 2.4Hz, 1H), 6.57 (t, J=73.8Hz, 1H),

3.82 (s, 2H).3.82 (s, 2H).

공정3: 2-(2-(2-(2-(4-(디플루오로메톡시)페닐)-5-플루오로벤조[b]티오펜-3-일)아세틸)-2-메틸하이드라지닐리덴)프로피온산에틸의 합성Step 3: 2-(2-(2-(2-(4-(difluoromethoxy)phenyl)-5-fluorobenzo[b]thiophen-3-yl)acetyl)-2-methylhydrazinyl den) Synthesis of ethyl propionate

2-(2-(4-(디플루오로메톡시)페닐)-5-플루오로벤조[b]티오펜-3-일)아세트산 1.8g 및 디클로로메탄 9ml의 혼합용액에, 1-(3-디메틸아미노프로필)-3-에틸카르보디이미드염산염 1.1g 및 펜타플루오로페놀 1.0g을 실온에서 첨가하였다. 첨가종료 후, 실온에서 2시간 교반하였다. 별도의 반응용기에서 조제한 메틸하이드라진황산염 1.6g 및 디클로로메탄 5ml의 혼합용액에, 빙랭하에서 트리에틸아민 2.2g을 적하하였다. 적하종료 후, 실온에서 3시간 교반하였다. 교반종료 후, 반응혼합물에, 앞서 조제한 2-(2-(4-(디플루오로메톡시)페닐)-5-플루오로벤조[b]티오펜-3-일)아세트산, 1-(3-디메틸아미노프로필)-3-에틸카르보디이미드염산염 및, 펜타플루오로페놀의 혼합물을 빙랭하에서 적하하였다. 적하종료 후, 실온에서 14시간 교반하였다. 교반종료 후, 반응혼합물에 물 15ml를 첨가하고, 유기층을 분리하였다. 얻어진 유기층을 포화탄산수소나트륨수용액 15ml로 세정한 후, 포화식염수·무수황산나트륨의 순으로 탈수·건조하고, 감압하에서 용매를 유거하였다. 얻어진 잔류물을 에탄올 8ml에 용해시키고, 피루브산에틸 1.2g을 실온에서 첨가하였다. 첨가종료 후, 반응용기 내를 질소가스로 치환하였다. 치환종료 후, 반응혼합물을 80℃에서 4시간 교반하였다. 교반종료 후, 용매를 감압하에서 유거하였다. 얻어진 잔류물을, 실리카겔 칼럼크로마토그래피(아세트산에틸:n-헥산=3:97~25:75의 그래디언트)로 정제하여, 목적물 1.5g을 담황색 고체로서 얻었다.In a mixed solution of 1.8 g of 2-(2-(4-(difluoromethoxy)phenyl)-5-fluorobenzo[b]thiophen-3-yl)acetic acid and 9 ml of dichloromethane, 1-(3-dimethyl 1.1 g of aminopropyl)-3-ethylcarbodiimide hydrochloride and 1.0 g of pentafluorophenol were added at room temperature. After completion of the addition, the mixture was stirred at room temperature for 2 hours. To a mixed solution of 1.6 g of methylhydrazine sulfate and 5 ml of dichloromethane prepared in a separate reaction vessel, 2.2 g of triethylamine was added dropwise under ice cooling. After completion of the dropping, the mixture was stirred at room temperature for 3 hours. After completion of stirring, to the reaction mixture, 2-(2-(4-(difluoromethoxy)phenyl)-5-fluorobenzo[b]thiophen-3-yl)acetic acid, 1-(3-dimethyl A mixture of aminopropyl)-3-ethylcarbodiimide hydrochloride and pentafluorophenol was added dropwise under ice cooling. After completion of the dropping, the mixture was stirred at room temperature for 14 hours. After the stirring was completed, 15 ml of water was added to the reaction mixture, and the organic layer was separated. The obtained organic layer was washed with 15 ml of a saturated aqueous sodium bicarbonate solution, dehydrated and dried in the order of saturated brine and anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure. The obtained residue was dissolved in 8 ml of ethanol, and 1.2 g of ethyl pyruvate was added at room temperature. After completion of the addition, the inside of the reaction vessel was replaced with nitrogen gas. After completion of the substitution, the reaction mixture was stirred at 80° C. for 4 hours. After the stirring was completed, the solvent was distilled off under reduced pressure. The obtained residue was purified by silica gel column chromatography (ethyl acetate:n-hexane = 3:97 to 25:75 gradient) to obtain 1.5 g of the target substance as a pale yellow solid.

융점: 100-101℃Melting Point: 100-101℃

¹H NMR: ¹ H NMR:

δ7.73 (dd, J=8.7, 4.8Hz, 1H), 7.55-7.65 (m, 2H), 7.35-7.50 (m, 1H),δ7.73 (dd, J=8.7, 4.8Hz, 1H), 7.55-7.65 (m, 2H), 7.35-7.50 (m, 1H),

7.15-7.25 (m, 2H), 7.12 (ddd, J=8.7, 8.7, 2.4Hz, 1H),7.15-7.25 (m, 2H), 7.12 (ddd, J=8.7, 8.7, 2.4Hz, 1H),

6.56 (t, J=73.8Hz, 1H), 4.29 (q, J=7.5Hz, 2H), 4.16 (s, 2H),6.56 (t, J=73.8Hz, 1H), 4.29 (q, J=7.5Hz, 2H), 4.16 (s, 2H),

3.40 (s, 3H), 2.10 (s, 3H), 1.31 (t, J=7.5Hz, 3H).3.40 (s, 3H), 2.10 (s, 3H), 1.31 (t, J=7.5Hz, 3H).

공정4: 4-(2-(4-(디플루오로메톡시)페닐)-5-플루오로벤조[b]티오펜-3-일)-5-하이드록시-2,6-디메틸피리다진-3(2H)-온(화합물 No.2-042)의 합성Step 4: 4-(2-(4-(difluoromethoxy)phenyl)-5-fluorobenzo[b]thiophen-3-yl)-5-hydroxy-2,6-dimethylpyridazine-3 Synthesis of (2H)-one (Compound No. 2-042)

2-(2-(2-(2-(4-(디플루오로메톡시)페닐)-5-플루오로벤조[b]티오펜-3-일)아세틸)-2-메틸하이드라지닐리덴)프로피온산에틸 1.4g 및 아세토니트릴 30ml의 혼합용액에, 1,8-디아자비시클로[5,4,0]-7-운데센 904mg을 실온에서 첨가하였다. 첨가종료 후, 반응용기 내를 질소가스로 치환하였다. 치환종료 후, 혼합용액을 90℃로 가열하고 1시간 교반하였다. 교반종료 후, 반응혼합물 중의 용매를 감압하에서 유거하였다. 얻어진 잔류물을 아세트산에틸 14ml에 용해시키고, 빙랭하에서 1mol/L 염산을 pH1이 될 때까지 첨가하고, 혼합용액을 실온에서 1시간 교반하였다. 교반종료 후, 혼합용액으로부터 유기층을 분리하였다. 얻어진 유기층을 1mol/L 염산 5ml로 세정 후, 포화식염수·무수황산나트륨의 순으로 탈수·건조하고, 감압하에서 용매를 유거하였다. 얻어진 잔류물에 디이소프로필에테르 10ml 및 아세토니트릴 0.5ml를 첨가하고, 석출한 고체를 여취하여, 목적물을 백색 고체로서 469mg 얻었다.2-(2-(2-(2-(4-(difluoromethoxy)phenyl)-5-fluorobenzo[b]thiophen-3-yl)acetyl)-2-methylhydrazinylidene)propionic acid To a mixed solution of 1.4 g of ethyl and 30 ml of acetonitrile, 904 mg of 1,8-diazabicyclo[5,4,0]-7-undecene was added at room temperature. After completion of the addition, the inside of the reaction vessel was replaced with nitrogen gas. After completion of the substitution, the mixed solution was heated to 90° C. and stirred for 1 hour. After completion of stirring, the solvent in the reaction mixture was distilled off under reduced pressure. The obtained residue was dissolved in 14 ml of ethyl acetate, 1 mol/L hydrochloric acid was added under ice cooling until pH 1 was reached, and the mixture was stirred at room temperature for 1 hour. After the stirring was completed, the organic layer was separated from the mixed solution. The obtained organic layer was washed with 5 ml of 1 mol/L hydrochloric acid, dehydrated and dried in the order of saturated brine and anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure. To the obtained residue, 10 ml of diisopropyl ether and 0.5 ml of acetonitrile were added, and the precipitated solid was filtered to obtain 469 mg of the target product as a white solid.

융점: 164~165℃Melting Point: 164~165℃

¹H NMR(DMSO-d6): ¹ H NMR (DMSO-d6):

δ10.54 (brs, 1H), 8.06 (dd, J=8.7, 4.8Hz, 1H), 7.40-7.50 (m, 2H),δ10.54 (brs, 1H), 8.06 (dd, J=8.7, 4.8Hz, 1H), 7.40-7.50 (m, 2H),

7.27 (t, J=74.1Hz, 1H), 7.20-7.25 (m, 1H), 7.15-7.20 (m, 2H),7.27 (t, J=74.1Hz, 1H), 7.20-7.25 (m, 1H), 7.15-7.20 (m, 2H),

7.10 (dd, J=9.9, 2.4Hz, 1H), 3.57 (s, 3H), 2.19 (s, 3H).7.10 (dd, J=9.9, 2.4Hz, 1H), 3.57 (s, 3H), 2.19 (s, 3H).

〔합성예 5〕[Synthesis Example 5]

4-(2-(4-클로로페닐)-5-플루오로벤조[b]티오펜-3-일)-5-하이드록시-2,6-디메틸피리다진-3(2H)-온(화합물 No.2-010)의 합성4-(2-(4-Chlorophenyl)-5-fluorobenzo[b]thiophen-3-yl)-5-hydroxy-2,6-dimethylpyridazin-3(2H)-one (Compound No. .2-010) synthesis

공정1: 3-브로모메틸-2-(4-클로로페닐)-5-플루오로벤조[b]티오펜의 합성Step 1: Synthesis of 3-bromomethyl-2- (4-chlorophenyl)-5-fluorobenzo [b] thiophene

2-(4-클로로페닐)-5-플루오로벤조[b]티오펜 10.5g, 파라포름알데히드 3.2g 및 클로로포름 60ml의 혼합용액에, 빙랭하, 30질량% 브롬화수소-아세트산용액을 적하하고, 40℃에서 3시간 교반하였다. 교반종료 후, 반응혼합물에, 물 200ml를 첨가하고, 클로로포름 40ml로 추출하였다. 얻어진 유기층을, 물 100ml, 포화탄산수소나트륨수용액 100ml로 세정 후, 포화식염수·무수황산나트륨의 순으로 탈수·건조하고, 감압하에서 용매를 유거하였다. 얻어진 잔류물에 n-헥산 50ml를 첨가한 후, 석출한 고체를 여취하여, 목적물 12.4g을 회색 고체로서 얻었다.To a mixed solution of 10.5 g of 2-(4-chlorophenyl)-5-fluorobenzo[b]thiophene, 3.2 g of paraformaldehyde and 60 ml of chloroform, a 30% by mass hydrogen bromide-acetic acid solution was added dropwise under ice cooling; The mixture was stirred at 40°C for 3 hours. After completion of stirring, 200 ml of water was added to the reaction mixture, followed by extraction with 40 ml of chloroform. The obtained organic layer was washed with 100 ml of water and 100 ml of a saturated aqueous sodium bicarbonate solution, dehydrated and dried in the order of saturated brine and anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure. After adding 50 ml of n-hexane to the obtained residue, the precipitated solid was filtered to obtain 12.4 g of the target substance as a gray solid.

융점: 124-126℃Melting Point: 124-126℃

¹H NMR: ¹ H NMR:

δ7.76 (dd, J=8.7, 4.8Hz, 1H), 7.45-7.65 (m, 5H),δ7.76 (dd, J=8.7, 4.8Hz, 1H), 7.45-7.65 (m, 5H),

7.10-7.20 (m, 1H), 4.66 (s, 2H).7.10-7.20 (m, 1H), 4.66 (s, 2H).

공정2: 2-(2-(4-클로로페닐)-5-플루오로벤조[b]티오펜-3-일)아세토니트릴의 합성Step 2: Synthesis of 2-(2-(4-chlorophenyl)-5-fluorobenzo[b]thiophen-3-yl)acetonitrile

3-브로모메틸-2-(4-클로로페닐)-5-플루오로벤조[b]티오펜 3.6g 및 아세토니트릴 15ml의 혼합용액에, 실온에서, 탄산칼륨 1.7g 및 트리메틸실릴시아니드 1.2g을 첨가하고, 80℃에서 12시간 교반하였다. 교반종료 후, 반응혼합물에, 빙랭하, 10질량% 수산화나트륨수용액 20ml를 첨가하고, 디클로로메탄 40ml로 추출하였다. 얻어진 유기층을 물 10ml로 세정한 후, 포화식염수·무수황산나트륨의 순으로 탈수·건조하고, 감압하에서 용매를 유거하였다. 얻어진 잔류물에 n-헥산 50ml 및 디이소프로필에테르 5ml를 첨가한 후, 석출한 고체를 여취하여, 목적물 2.8g을 담황색 고체로서 얻었다.To a mixed solution of 3.6 g of 3-bromomethyl-2-(4-chlorophenyl)-5-fluorobenzo[b]thiophene and 15 ml of acetonitrile, at room temperature, 1.7 g of potassium carbonate and 1.2 g of trimethylsilylcyanide was added and stirred at 80 °C for 12 hours. After completion of stirring, 20 ml of a 10 mass % aqueous sodium hydroxide solution was added to the reaction mixture under ice cooling, followed by extraction with 40 ml of dichloromethane. The obtained organic layer was washed with 10 ml of water, then dehydrated and dried in the order of saturated brine and anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure. After adding 50 ml of n-hexane and 5 ml of diisopropyl ether to the obtained residue, the precipitated solid was filtered to obtain 2.8 g of the target substance as a pale yellow solid.

융점: 161-163℃Melting Point: 161-163℃

¹H NMR: ¹ H NMR:

δ7.81 (dd, J=8.1, 4.8Hz, 1H), 7.40-7.55 (m, 5H), 7.15-7.25 (m, 1H),δ7.81 (dd, J=8.1, 4.8Hz, 1H), 7.40-7.55 (m, 5H), 7.15-7.25 (m, 1H),

3.81 (s, 2H). 3.81 (s, 2H).

공정3: 2-(2-(4-클로로페닐)-5-플루오로벤조[b]티오펜-3-일)아세트산(화합물 No.12-002)의 합성Step 3: Synthesis of 2-(2-(4-chlorophenyl)-5-fluorobenzo[b]thiophen-3-yl)acetic acid (Compound No. 12-002)

2-(2-(4-클로로페닐)-5-플루오로벤조[b]티오펜-3-일)아세토니트릴 10.0g, 아세트산 60ml 및 물 20ml의 혼합용액에, 빙랭하, 농황산 10ml를 첨가하였다. 첨가종료 후, 반응혼합물을 가열환류하 12시간 교반하였다. 교반종료 후, 반응혼합물을, 빙랭하에서, 물 200ml에 적하하고, 석출한 고체를 여취하였다. 얻어진 고체에, 실온에서 5질량% 수산화칼륨수용액 150ml 및 디클로로메탄 150ml를 첨가하고, 분액조작에 의해 유기층을 분리하였다. 얻어진 유기층을 5질량% 수산화칼륨수용액 150ml로 추출하였다. 얻어진 수층을 합하여, 디클로로메탄 50ml로 세정하였다. 얻어진 수층에, 빙랭하, 35질량% 염산 20ml를 첨가하고, 아세트산에틸 200ml로 추출하였다. 얻어진 유기층을 포화식염수·무수황산나트륨의 순으로 탈수·건조하고, 감압하에서 용매를 유거하였다. 얻어진 잔류물에 n-헥산 300ml 및 디이소프로필에테르 30ml를 첨가한 후, 석출한 고체를 여취하여, 목적물 7.7g을 백색 고체로서 얻었다.To a mixed solution of 2-(2-(4-chlorophenyl)-5-fluorobenzo[b]thiophen-3-yl)acetonitrile 10.0g, acetic acid 60ml, and water 20ml, 10ml concentrated sulfuric acid was added under ice cooling. . After completion of the addition, the reaction mixture was stirred under heating and reflux for 12 hours. After completion of stirring, the reaction mixture was added dropwise to 200 ml of water under ice cooling, and the precipitated solid was filtered off. To the obtained solid, 150 ml of a 5 mass % aqueous potassium hydroxide solution and 150 ml of dichloromethane were added at room temperature, and the organic layer was separated by liquid separation operation. The obtained organic layer was extracted with 150 ml of 5 mass % potassium hydroxide aqueous solution. The obtained aqueous layers were combined and washed with 50 ml of dichloromethane. 20 ml of 35 mass % hydrochloric acid was added to the obtained aqueous layer under ice cooling, and it extracted with 200 ml of ethyl acetate. The obtained organic layer was dehydrated and dried in the order of saturated brine and anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure. After adding 300 ml of n-hexane and 30 ml of diisopropyl ether to the obtained residue, the precipitated solid was filtered to obtain 7.7 g of the target substance as a white solid.

융점: 202-204℃Melting Point: 202-204℃

¹H NMR: ¹ H NMR:

δ7.76 (dd, J=9.0, 4.8Hz, 1H), 7.50-7.60 (m, 2H), 7.40-7.50 (m, 3H),δ7.76 (dd, J=9.0, 4.8Hz, 1H), 7.50-7.60 (m, 2H), 7.40-7.50 (m, 3H),

7.10-7.20 (m, 1H), 3.82 (s, 2H).7.10-7.20 (m, 1H), 3.82 (s, 2H).

공정4: 2-(2-(2-(2-(4-클로로페닐)-5-플루오로벤조[b]티오펜-3-일)아세틸)-2-메틸하이드라지닐리덴)프로피온산에틸의 합성Step 4: 2-(2-(2-(2-(4-chlorophenyl)-5-fluorobenzo[b]thiophen-3-yl)acetyl)-2-methylhydrazinylidene)ethyl propionate synthesis

2-(2-(4-클로로페닐)-5-플루오로벤조[b]티오펜-3-일)아세트산 17.1g 및 디클로로메탄 150ml의 혼합용액에, 1-(3-디메틸아미노프로필)-3-에틸카르보디이미드염산염 10.2g 및 펜타플루오로페놀 9.8g을 실온에서 첨가하였다. 첨가종료 후, 실온에서 18시간 교반하였다. 별도의 반응용기에 있어서, 메틸하이드라진황산염 15.4g 및 디클로로메탄 90ml의 혼합용액에, 빙랭하에서 트리에틸아민 21.6g을 적하하였다. 적하종료 후, 혼합용액을 빙랭하에서 1시간 교반하였다. 교반종료 후, 반응혼합물에, 앞서 조제한 2-(2-(4-클로로페닐)-5-플루오로벤조[b]티오펜-3-일)아세트산, 1-(3-디메틸아미노프로필)-3-에틸카르보디이미드염산염 및, 펜타플루오로페놀의 혼합물을 빙랭하에서 적하하였다. 적하종료 후, 실온에서 18시간 교반하였다. 교반종료 후, 반응혼합물에 물 200ml를 실온에서 첨가하고, 디클로로메탄 150ml로 추출하였다. 얻어진 유기층을 포화식염수·무수황산나트륨의 순으로 탈수·건조하고, 감압하에서 용매를 유거하였다. 얻어진 잔류물을 에탄올 100ml에 용해시키고, 피루브산에틸 12.4g을 첨가하였다. 첨가종료 후, 70℃에서 2시간 교반하였다. 교반종료 후, 감압하에서 용매를 유거하였다. 얻어진 잔류물에, 물 100ml를 첨가하고, 디에틸에테르 150ml로 추출하였다. 얻어진 유기층을 5질량% 탄산칼륨수용액(100ml×2)으로 세정한 후, 포화식염수·무수황산나트륨의 순으로 탈수·건조하였다. 감압하에서 용매를 유거하여, 목적물 11.1g을 백색 고체로서 얻었다.In a mixed solution of 17.1 g of 2-(2-(4-chlorophenyl)-5-fluorobenzo[b]thiophen-3-yl)acetic acid and 150 ml of dichloromethane, 1-(3-dimethylaminopropyl)-3 - 10.2 g of ethylcarbodiimide hydrochloride and 9.8 g of pentafluorophenol were added at room temperature. After completion of the addition, the mixture was stirred at room temperature for 18 hours. In a separate reaction vessel, 21.6 g of triethylamine was added dropwise to a mixed solution of 15.4 g of methylhydrazine sulfate and 90 ml of dichloromethane under ice cooling. After completion of the dropwise addition, the mixed solution was stirred under ice cooling for 1 hour. After completion of stirring, the reaction mixture was added to the previously prepared 2-(2-(4-chlorophenyl)-5-fluorobenzo[b]thiophen-3-yl)acetic acid, 1-(3-dimethylaminopropyl)-3 -Ethylcarbodiimide hydrochloride and a mixture of pentafluorophenol were added dropwise under ice cooling. After completion of the dropping, the mixture was stirred at room temperature for 18 hours. After the stirring was completed, 200 ml of water was added to the reaction mixture at room temperature, and the mixture was extracted with 150 ml of dichloromethane. The obtained organic layer was dehydrated and dried in the order of saturated brine and anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure. The obtained residue was dissolved in 100 ml of ethanol, and 12.4 g of ethyl pyruvate was added. After the addition was completed, the mixture was stirred at 70° C. for 2 hours. After the stirring was completed, the solvent was distilled off under reduced pressure. To the obtained residue, 100 ml of water was added, and extraction was performed with 150 ml of diethyl ether. The obtained organic layer was washed with a 5 mass % aqueous potassium carbonate solution (100 ml x 2), and then dehydrated and dried in the order of saturated brine and anhydrous sodium sulfate. The solvent was distilled off under reduced pressure to obtain 11.1 g of the target substance as a white solid.

융점: 125-127℃Melting Point: 125-127℃

¹H NMR: ¹ H NMR:

δ7.74 (dd, J=8.9, 4.8Hz, 1H), 7.56 (d, J=8.5Hz, 2H),δ7.74 (dd, J=8.9, 4.8Hz, 1H), 7.56 (d, J=8.5Hz, 2H),

7.37-7.48 (m, 3H), 7.05-7.14 (m, 1H), 4.30 (q, J=7.2Hz, 2H),7.37-7.48 (m, 3H), 7.05-7.14 (m, 1H), 4.30 (q, J=7.2Hz, 2H),

4.16 (s, 2H), 3.41 (s, 3H), 2.29 (s, 3H), 1.31 (t, J=7.2Hz, 3H).4.16 (s, 2H), 3.41 (s, 3H), 2.29 (s, 3H), 1.31 (t, J=7.2Hz, 3H).

공정5: 4-(2-(4-클로로페닐)-5-플루오로벤조[b]티오펜-3-일)-5-하이드록시-2,6-디메틸피리다진-3(2H)-온(화합물 No.2-010)의 합성 Step 5: 4-(2-(4-chlorophenyl)-5-fluorobenzo[b]thiophen-3-yl)-5-hydroxy-2,6-dimethylpyridazin-3(2H)-one Synthesis of (Compound No.2-010)

2-(2-(2-(2-(4-클로로페닐)-5-플루오로벤조[b]티오펜-3-일)아세틸)-2-메틸하이드라지닐리덴)프로피온산에틸 11.1g 및 아세토니트릴 50ml의 혼합용액에, 1,8-디아자비시클로[5.4.0]-7-운데센) 11.3g을 실온에서 첨가하였다. 첨가종료 후, 반응혼합물을 80℃에서 6시간 교반하였다. 교반종료 후, 감압하에서 용매를 감압유거하였다. 얻어진 잔류물을 아세트산에틸 500ml에 용해시키고, 빙랭하에서, 1mol/L 염산 100ml 및 물 200ml를 첨가한 후, 분액조작에 의해 유기층을 분리하였다. 얻어진 수층을 아세트산에틸(300ml×2)로 추출하였다. 얻어진 유기층을 합하여, 포화식염수·무수황산나트륨의 순으로 탈수·건조하고, 감압하에서 용매를 유거하였다. 얻어진 잔류물에 디이소프로필에테르 50ml 및 아세토니트릴 5ml를 첨가한 후, 석출한 고체를 여취하여, 목적물 9.9g을 백색 고체로서 얻었다.11.1 g of ethyl 2-(2-(2-(2-(4-chlorophenyl)-5-fluorobenzo[b]thiophen-3-yl)acetyl)-2-methylhydrazinylidene)propionate and aceto To a mixed solution of 50 ml of nitrile, 11.3 g of 1,8-diazabicyclo[5.4.0]-7-undecene) was added at room temperature. After completion of the addition, the reaction mixture was stirred at 80° C. for 6 hours. After the stirring was completed, the solvent was distilled off under reduced pressure. The obtained residue was dissolved in 500 ml of ethyl acetate, and 100 ml of 1 mol/L hydrochloric acid and 200 ml of water were added under ice cooling, and then the organic layer was separated by a liquid separation operation. The obtained aqueous layer was extracted with ethyl acetate (300 ml x 2). The obtained organic layers were combined, dehydrated and dried in the order of saturated brine and anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure. After adding 50 ml of diisopropyl ether and 5 ml of acetonitrile to the obtained residue, the precipitated solid was filtered to obtain 9.9 g of the target substance as a white solid.

융점: 258-259℃Melting Point: 258-259℃

¹H NMR: ¹ H NMR:

δ7.75 (dd, J=8.9, 4.8Hz, 1H), 7.24-7.26 (m, 4H), 7.07-7.16 (m, 1H),δ7.75 (dd, J=8.9, 4.8Hz, 1H), 7.24-7.26 (m, 4H), 7.07-7.16 (m, 1H),

6.94-7.01 (m, 1H), 6.31 (brs, 1H), 3.63 (s, 3H), 2.19 (s, 3H).6.94-7.01 (m, 1H), 6.31 (brs, 1H), 3.63 (s, 3H), 2.19 (s, 3H).

¹H NMR(DMSO-d6): ¹ H NMR (DMSO-d6):

δ10.57 (brs, 1H), 8.08 (dd, J=8.9, 4.8Hz, 1H), 7.40-7.50 (m, 4H),δ10.57 (brs, 1H), 8.08 (dd, J=8.9, 4.8Hz, 1H), 7.40-7.50 (m, 4H),

7.25-7.35 (m, 1H), 7.11 (dd, J=9.9, 2.4Hz, 1H), 3.57 (s, 3H),7.25-7.35 (m, 1H), 7.11 (dd, J=9.9, 2.4Hz, 1H), 3.57 (s, 3H),

2.19 (s, 3H). 2.19 (s, 3H).

〔합성예 6〕[Synthesis Example 6]

4-(5-클로로-2-(4-플루오로-2-메톡시페닐)벤조[b]티오펜-3-일)-5-하이드록시-2,6-디메틸피리다진-3(2H)-온(화합물 No.2-095)의 합성4- (5-chloro-2- (4-fluoro-2-methoxyphenyl) benzo [b] thiophen-3-yl) -5-hydroxy-2,6-dimethylpyridazine-3 (2H) Synthesis of -one (Compound No. 2-095)

공정1: 2-(2-브로모-5-클로로벤조[b]티오펜-3-일)아세트산에틸의 합성Step 1: Synthesis of 2-(2-bromo-5-chlorobenzo[b]thiophen-3-yl)ethyl acetate

2-(5-클로로벤조[b]티오펜-3-일)아세트산에틸 33.4g, N,N-디메틸포름아미드 140ml 및 아세트산 14ml의 혼합용액에, 실온에서 N-브로모석신이미드 24.5g을 첨가하였다. 첨가종료 후, 반응용기 내를 질소가스로 치환하였다. 치환종료 후, 혼합용액을 60℃로 가열하고, 60℃에서 4시간 교반하였다. 교반종료 후, 실온에서, N-브로모석신이미드 14.0g을 첨가하였다. 첨가종료 후, 반응용기 내를 질소가스로 치환하였다. 치환종료 후, 혼합용액을 60℃로 가열하고, 60℃에서 1시간 교반하였다. 교반종료 후, 반응혼합물을 빙랭하의 물 140ml에 적하하였다. 적하종료 후, 반응혼합물을 디에틸에테르 150ml로 추출하였다. 얻어진 유기층을 물 50ml, 포화염화암모늄수용액 20ml 및 5질량% 아황산수소나트륨수용액 20ml로 순차 세정하였다. 얻어진 유기층을 포화식염수·무수황산나트륨의 순으로 탈수·건조하고, 감압하에서 용매를 유거하였다. 얻어진 잔류물에 헥산 100ml를 첨가하고, 실온에서 12시간 교반한 후, 석출한 고체를 여취하였다. 얻어진 고체를 헥산 20ml로 세정하여, 목적물 26.3g을 담황색 고체로서 얻었다.To a mixed solution of 33.4 g of 2-(5-chlorobenzo[b]thiophen-3-yl)ethyl acetate, 140 ml of N,N-dimethylformamide and 14 ml of acetic acid, 24.5 g of N-bromosuccinimide was added at room temperature. added. After completion of the addition, the inside of the reaction vessel was replaced with nitrogen gas. After completion of the substitution, the mixed solution was heated to 60° C. and stirred at 60° C. for 4 hours. After completion of stirring, 14.0 g of N-bromosuccinimide was added at room temperature. After completion of the addition, the inside of the reaction vessel was replaced with nitrogen gas. After completion of the substitution, the mixed solution was heated to 60° C. and stirred at 60° C. for 1 hour. After completion of stirring, the reaction mixture was added dropwise to 140 ml of water under ice cooling. After completion of the dropping, the reaction mixture was extracted with 150 ml of diethyl ether. The obtained organic layer was washed sequentially with 50 ml of water, 20 ml of a saturated aqueous ammonium chloride solution, and 20 ml of a 5% by mass aqueous sodium hydrogen sulfite solution. The obtained organic layer was dehydrated and dried in the order of saturated brine and anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure. 100 ml of hexane was added to the obtained residue, and after stirring at room temperature for 12 hours, the precipitated solid was filtered off. The obtained solid was washed with 20 ml of hexane to obtain 26.3 g of the target substance as a pale yellow solid.

융점: 70-71℃Melting Point: 70-71℃

¹H NMR: ¹ H NMR:

δ7.60-7.70 (m, 2H), 7.31 (dd, J=8.7, 1.9Hz, 1H),δ7.60-7.70 (m, 2H), 7.31 (dd, J=8.7, 1.9Hz, 1H),

4.18 (q, J=7.2Hz, 2H), 3.84 (s, 2H), 1.26 (t, J=7.2Hz, 3H).4.18 (q, J=7.2Hz, 2H), 3.84 (s, 2H), 1.26 (t, J=7.2Hz, 3H).

공정2: 2-(5-클로로-2-(4-플루오로-2-메톡시페닐)벤조[b]티오펜-3-일)아세트산에틸의 합성Step 2: Synthesis of 2-(5-chloro-2-(4-fluoro-2-methoxyphenyl)benzo[b]thiophen-3-yl)ethyl acetate

2-(2-브로모-5-클로로벤조[b]티오펜-3-일)아세트산에틸 5.0g, 1,4-디옥산 50ml 및 물 10ml의 혼합용액에, 실온에서 4-플루오로-2-메톡시페닐보론산 3.8g, 탄산칼륨 8.3g 및 테트라키스(트리페닐포스핀)팔라듐 1.7g을 첨가하였다. 첨가종료 후, 반응용기 내를 질소가스로 치환하였다. 치환종료 후, 반응혼합물을 90℃에서 질소분위기하 3시간 교반하였다. 교반종료 후, 반응혼합물에, 물 50ml 및 아세트산에틸 100ml를 실온에서 첨가하였다. 첨가종료 후, 불용물을 셀라이트 여과하였다. 얻어진 여액으로부터 유기층을 분리하였다. 얻어진 유기층을 물 50ml로 세정한 후, 포화식염수·무수황산나트륨의 순으로 탈수·건조하고, 감압하에서 용매를 유거하였다. 얻어진 잔류물을 실리카겔 크로마토그래피(아세트산에틸:n-헥산=2:98~10:90의 그래디언트)로 정제하여, 목적물 3.7g을 담황색 고체로서 얻었다.2-(2-bromo-5-chlorobenzo[b]thiophen-3-yl)ethyl acetate 5.0g, 1,4-dioxane 50ml, and water 10ml mixed solution of 4-fluoro-2 at room temperature -Methoxyphenylboronic acid 3.8g, potassium carbonate 8.3g and tetrakis(triphenylphosphine)palladium 1.7g were added. After completion of the addition, the inside of the reaction vessel was replaced with nitrogen gas. After completion of the substitution, the reaction mixture was stirred at 90° C. under a nitrogen atmosphere for 3 hours. After the stirring was completed, 50 ml of water and 100 ml of ethyl acetate were added to the reaction mixture at room temperature. After completion of the addition, the insoluble matter was filtered through Celite. The organic layer was separated from the obtained filtrate. The obtained organic layer was washed with 50 ml of water, then dehydrated and dried in the order of saturated brine and anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure. The obtained residue was purified by silica gel chromatography (ethyl acetate:n-hexane = 2:98-10:90 gradient) to obtain 3.7 g of the target substance as a pale yellow solid.

융점: 103-105℃Melting Point: 103-105℃

¹H NMR: ¹ H NMR:

δ7.65-7.75 (m, 2H), 7.25-7.45 (m, 2H), 6.70-6.80 (m, 2H), δ7.65-7.75 (m, 2H), 7.25-7.45 (m, 2H), 6.70-6.80 (m, 2H),

4.14 (q, J=7.2Hz, 2H), 3.77 (s, 3H), 3.64 (s, 2H),4.14 (q, J=7.2Hz, 2H), 3.77 (s, 3H), 3.64 (s, 2H),

1.23 (t, J=7.2Hz, 3H). 1.23 (t, J=7.2Hz, 3H).

공정3: 2-(5-클로로-2-(4-플루오로-2-메톡시페닐)벤조[b]티오펜-3-일)아세트산의 합성Step 3: Synthesis of 2- (5-chloro-2- (4-fluoro-2-methoxyphenyl) benzo [b] thiophen-3-yl) acetic acid

2-(5-클로로-2-(4-플루오로-2-메톡시페닐)벤조[b]티오펜-3-일)아세트산에틸21.6g, 테트라하이드로푸란 266ml 및 물 150ml의 혼합용액에, 빙랭하, 수산화나트륨 6.8g 및 물 190ml의 혼합용액을 적하하였다. 적하종료 후, 반응혼합물을 실온에서 13시간 교반하였다. 교반종료 후, 감압하에서 유기용매를 유거하였다. 얻어진 잔류물에, 빙랭하, 35질량% 염산을 pH1이 될 때까지 첨가하고, 석출한 고체를 여취하였다. 얻어진 고체를, 물(20ml×2) 및 헥산 20ml로 순차 세정하여, 목적물 19.9g을 백색 고체로서 얻었다. 2-(5-chloro-2-(4-fluoro-2-methoxyphenyl)benzo[b]thiophen-3-yl)ethyl acetate 21.6g, tetrahydrofuran 266ml and water 150ml mixed solution, ice A mixed solution of 6.8 g of sodium hydroxide and 190 ml of water was added dropwise thereto. After completion of the dropping, the reaction mixture was stirred at room temperature for 13 hours. After the stirring was completed, the organic solvent was distilled off under reduced pressure. To the obtained residue, under ice cooling, 35 mass % hydrochloric acid was added until it became pH1, and the precipitated solid was filtered off. The obtained solid was washed sequentially with water (20 ml x 2) and hexane 20 ml to obtain 19.9 g of the target product as a white solid.

융점: 186-188℃Melting Point: 186-188℃

¹H NMR: ¹ H NMR:

δ7.65-7.75 (m, 2H), 7.25-7.40 (m, 2H), 6.70-6.80 (m, 2H),δ7.65-7.75 (m, 2H), 7.25-7.40 (m, 2H), 6.70-6.80 (m, 2H),

3.77 (s, 3H), 3.68 (s, 2H).3.77 (s, 3H), 3.68 (s, 2H).

공정4: 2-(2-(2-(5-클로로-2-(4-플루오로-2-메톡시페닐)벤조[b]티오펜-3-일)아세틸)-2-메틸하이드라지닐리덴)프로피온산에틸의 합성Step 4: 2-(2-(2-(5-chloro-2-(4-fluoro-2-methoxyphenyl)benzo[b]thiophen-3-yl)acetyl)-2-methylhydrazinyl den) Synthesis of ethyl propionate

2-(5-클로로-2-(4-플루오로-2-메톡시페닐)벤조[b]티오펜-3-일)아세트산 20.0g 및 디클로로메탄 300ml의 혼합용액에, 1-(3-디메틸아미노프로필)-3-에틸카르보디이미드염산염 12.0g 및 펜타플루오로페놀 11.5g을 실온에서 첨가하였다. 첨가종료 후, 실온에서 13시간 교반하였다. 별도의 반응용기에 있어서, 메틸하이드라진황산염 24.6g 및 디클로로메탄 300ml의 혼합용액에, 실온에서 디이소프로필에틸아민 29.5g을 적하하였다. 적하종료 후, 실온에서 13시간 교반하였다. 교반종료 후, 반응혼합물에, 앞서 조제한 2-(5-클로로-2-(4-플루오로-2-메톡시페닐)벤조[b]티오펜-3-일)아세트산, 1-(3-디메틸아미노프로필)-3-에틸카르보디이미드염산염 및 펜타플루오로페놀의 혼합물을, 빙랭하에서 적하하였다. 적하종료 후, 실온에서 3시간 교반하였다. 교반종료 후, 반응혼합물에 물 500ml를 첨가하고, 분액조작에 의해 유기층을 분리하였다. 얻어진 유기층을 물 500ml로 세정한 후, 포화식염수·무수황산나트륨의 순으로 탈수·건조하고, 감압하에서 용매를 유거하였다. 얻어진 잔류물을 에탄올 180ml에 용해시키고, 피루브산에틸 13.2g을 실온에서 첨가하였다. 첨가종료 후, 반응용기 내를 질소가스로 치환하였다. 치환종료 후, 반응혼합물을 45℃에서 질소분위기하 10시간 교반하였다. 교반종료 후, 용매를 감압하에서 유거하였다. 얻어진 잔류물을 실리카겔 크로마토그래피(아세트산에틸:n-헥산=2:98~20:80의 그래디언트)로 정제하였다. 얻어진 조생성물에 디이소프로필에테르 50ml를 첨가하고, 석출한 고체를 여취하였다. 얻어진 고체를 디이소프로필에테르 10ml로 세정하여, 목적물 15.9g을 백색 고체로서 얻었다.2- (5-chloro-2- (4-fluoro-2-methoxyphenyl) benzo [b] thiophen-3-yl) in a mixed solution of 20.0 g of acetic acid and 300 ml of dichloromethane, 1- (3-dimethyl 12.0 g of aminopropyl)-3-ethylcarbodiimide hydrochloride and 11.5 g of pentafluorophenol were added at room temperature. After completion of the addition, the mixture was stirred at room temperature for 13 hours. In a separate reaction vessel, 29.5 g of diisopropylethylamine was added dropwise to a mixed solution of 24.6 g of methylhydrazine sulfate and 300 ml of dichloromethane at room temperature. After completion of the dropping, the mixture was stirred at room temperature for 13 hours. After completion of stirring, to the reaction mixture, 2-(5-chloro-2-(4-fluoro-2-methoxyphenyl)benzo[b]thiophen-3-yl)acetic acid, 1-(3-dimethyl A mixture of aminopropyl)-3-ethylcarbodiimide hydrochloride and pentafluorophenol was added dropwise under ice cooling. After completion of the dropping, the mixture was stirred at room temperature for 3 hours. After the stirring was completed, 500 ml of water was added to the reaction mixture, and the organic layer was separated by a liquid separation operation. The obtained organic layer was washed with 500 ml of water, dehydrated and dried in the order of saturated brine and anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure. The obtained residue was dissolved in 180 ml of ethanol, and 13.2 g of ethyl pyruvate was added at room temperature. After completion of the addition, the inside of the reaction vessel was replaced with nitrogen gas. After completion of the substitution, the reaction mixture was stirred at 45° C. under a nitrogen atmosphere for 10 hours. After the stirring was completed, the solvent was distilled off under reduced pressure. The obtained residue was purified by silica gel chromatography (ethyl acetate:n-hexane = 2:98-20:80 gradient). 50 ml of diisopropyl ether was added to the obtained crude product, and the precipitated solid was filtered off. The obtained solid was washed with 10 ml of diisopropyl ether to obtain 15.9 g of the target substance as a white solid.

융점: 126-128℃Melting Point: 126-128℃

¹H NMR: ¹ H NMR:

δ7.65-7.75 (m, 2H), 7.35-7.45 (m, 1H), 7.25-7.35 (m, 1H), δ7.65-7.75 (m, 2H), 7.35-7.45 (m, 1H), 7.25-7.35 (m, 1H),

6.65-6.80 (m, 2H), 4.26 (q, J=7.2Hz, 2H), 4.03 (s, 2H),6.65-6.80 (m, 2H), 4.26 (q, J=7.2Hz, 2H), 4.03 (s, 2H),

3.77 (s, 3H), 3.34 (s, 3H), 2.24 (s, 3H), 1.30 (t, J=7.2Hz, 3H).3.77 (s, 3H), 3.34 (s, 3H), 2.24 (s, 3H), 1.30 (t, J=7.2Hz, 3H).

공정5: 4-(5-클로로-2-(4-플루오로-2-메톡시페닐)벤조[b]티오펜-3-일)-5-하이드록시-2,6-디메틸피리다진-3(2H)-온(화합물 No.2-095)의 합성 Step 5: 4- (5-chloro-2- (4-fluoro-2-methoxyphenyl) benzo [b] thiophen-3-yl) -5-hydroxy-2,6-dimethylpyridazine-3 Synthesis of (2H)-one (Compound No. 2-095)

2-(2-(2-(5-클로로-2-(4-플루오로-2-메톡시페닐)벤조[b]티오펜-3-일)아세틸)-2-메틸하이드라지닐리덴)프로피온산에틸 13.4g 및 아세토니트릴 57ml의 혼합용액에, 1,8-디아자비시클로[5,4,0]-7-운데센 8.6g을 실온에서 첨가하였다. 첨가종료 후, 반응용기 내를 질소가스로 치환하였다. 치환종료 후, 혼합용액을 90℃로 가열하고, 90℃에서 5시간 교반하였다. 교반종료 후, 반응혼합물 중의 용매를 감압하에서 유거하였다. 얻어진 잔류물에 물 50ml 및 아세트산에틸 350ml를 첨가하고, 빙랭하에서, 35질량% 염산을 pH1이 될 때까지 첨가하였다. 얻어진 혼합용액으로부터 유기층을 분리하였다. 얻어진 유기층을 1mol/L 염산(50ml×2) 및 물 100ml로 순차 세정한 후, 포화식염수·무수황산나트륨의 순으로 탈수·건조하고, 감압하에서 용매를 유거하였다. 얻어진 잔류물에 디이소프로필에테르 100ml 및 아세토니트릴 2ml를 첨가하였다. 첨가종료 후, 석출한 고체를 여취하여, 목적물 11.3g을 백색 고체로서 얻었다.2-(2-(2-(5-chloro-2-(4-fluoro-2-methoxyphenyl)benzo[b]thiophen-3-yl)acetyl)-2-methylhydrazinylidene)propionic acid To a mixed solution of 13.4 g of ethyl and 57 ml of acetonitrile, 8.6 g of 1,8-diazabicyclo[5,4,0]-7-undecene was added at room temperature. After completion of the addition, the inside of the reaction vessel was replaced with nitrogen gas. After completion of the substitution, the mixed solution was heated to 90° C. and stirred at 90° C. for 5 hours. After completion of stirring, the solvent in the reaction mixture was distilled off under reduced pressure. 50 ml of water and 350 ml of ethyl acetate were added to the obtained residue, and under ice cooling, 35 mass % hydrochloric acid was added until it became pH1. An organic layer was separated from the obtained mixed solution. The obtained organic layer was washed sequentially with 1 mol/L hydrochloric acid (50 ml x 2) and 100 ml of water, and then dehydrated and dried in the order of saturated brine and anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure. 100 ml of diisopropyl ether and 2 ml of acetonitrile were added to the obtained residue. After completion of the addition, the precipitated solid was filtered to obtain 11.3 g of the target substance as a white solid.

융점: 221-223℃Melting Point: 221-223℃

¹H NMR: ¹ H NMR:

δ7.70-7.80 (m, 1H), 7.20-7.40 (m, 3H), 6.60-6.75 (m, 2H), δ7.70-7.80 (m, 1H), 7.20-7.40 (m, 3H), 6.60-6.75 (m, 2H),

6.02 (s, 1H), 3.79 (s, 3H), 3.73 (s, 3H), 2.21 (s, 3H).6.02 (s, 1H), 3.79 (s, 3H), 3.73 (s, 3H), 2.21 (s, 3H).

〔합성예 7〕[Synthesis Example 7]

4-(5-시클로프로필-2-(2-메톡시페닐)벤조[b]티오펜-3-일)-5-하이드록시-2,6-디메틸피리다진-3(2H)-온(화합물 No.2-160)의 합성4-(5-Cyclopropyl-2-(2-methoxyphenyl)benzo[b]thiophen-3-yl)-5-hydroxy-2,6-dimethylpyridazin-3(2H)-one (compound No.2-160) synthesis

공정1: 4-(5-클로로-2-(2-메톡시페닐)벤조[b]티오펜-3-일)-5-메톡시-2,6-디메틸피리다진-3(2H)-온(화합물 No.2-102)의 합성Step 1: 4-(5-chloro-2-(2-methoxyphenyl)benzo[b]thiophen-3-yl)-5-methoxy-2,6-dimethylpyridazin-3(2H)-one Synthesis of (Compound No.2-102)

4-(2-브로모-5-클로로벤조[b]티오펜-3-일)-5-메톡시-2,6-디메틸피리다진-3(2H)-온 8.0g 및 톨루엔 60ml의 혼합용액에, 실온에서, 2-메톡시페닐보론산 3.7g, 인산칼륨 10.6g 및 테트라키스(트리페닐포스핀)팔라듐 1.2g을 첨가하였다. 첨가종료 후, 반응용기 내를 질소가스로 치환하였다. 치환종료 후, 반응혼합물을 110℃에서 질소분위기하 4시간 교반하였다. 교반종료 후, 불용물을 셀라이트 여과하고, 여물을 아세트산에틸 100ml로 세정하였다. 얻어진 여액을 물 100ml로 세정한 후, 포화식염수·무수황산나트륨의 순으로 탈수·건조하고, 감압하에서 용매를 유거하였다. 얻어진 잔류물을 실리카겔 크로마토그래피(아세트산에틸:n-헥산=20:80~40:60의 그래디언트)로 정제하여, 목적물 7.0g을 황토색 고체로서 얻었다.A mixed solution of 8.0 g of 4-(2-bromo-5-chlorobenzo[b]thiophen-3-yl)-5-methoxy-2,6-dimethylpyridazin-3(2H)-one and 60ml of toluene At room temperature, 3.7 g of 2-methoxyphenylboronic acid, 10.6 g of potassium phosphate and 1.2 g of tetrakis(triphenylphosphine)palladium were added. After completion of the addition, the inside of the reaction vessel was replaced with nitrogen gas. After completion of the substitution, the reaction mixture was stirred at 110° C. under a nitrogen atmosphere for 4 hours. After the stirring was completed, the insoluble matter was filtered through Celite, and the filtrate was washed with 100 ml of ethyl acetate. The obtained filtrate was washed with 100 ml of water, dehydrated and dried in the order of saturated brine and anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure. The obtained residue was purified by silica gel chromatography (ethyl acetate:n-hexane = 20:80 to 40:60 gradient) to obtain 7.0 g of the target substance as an ocher solid.

융점: 174-175℃Melting Point: 174-175℃

¹H NMR: ¹ H NMR:

δ7.72 (d, J=8.7Hz 1H), 7.43 (dd, J=2.1, 0.6Hz, 1H),δ7.72 (d, J=8.7Hz 1H), 7.43 (dd, J=2.1, 0.6Hz, 1H),

7.28-7.36 (m, 3H), 6.86-6.96 (m, 2H), 3.74 (s, 3H), 3.70 (s, 3H),7.28-7.36 (m, 3H), 6.86-6.96 (m, 2H), 3.74 (s, 3H), 3.70 (s, 3H),

3.36 (s, 3H), 2.11 (s, 3H).3.36 (s, 3H), 2.11 (s, 3H).

공정2: tert-부틸(3-(5-메톡시-2,6-디메틸-3-옥소-2,3-디하이드로피리다진-4-일)-2-(2-메톡시페닐)벤조[b]티오펜-5-일)카바메이트(화합물 No.2-182)의 합성Step 2: tert-butyl (3- (5-methoxy-2,6-dimethyl-3-oxo-2,3-dihydropyridazin-4-yl) -2- (2-methoxyphenyl) benzo [ b] Synthesis of thiophen-5-yl) carbamate (Compound No. 2-182)

4-(5-클로로-2-(2-메톡시페닐)벤조[b]티오펜-3-일)-5-메톡시-2,6-디메틸피리다진-3(2H)-온 1.2g 및 1,4-디옥산 15ml의 혼합용액에, 실온에서, 카르바민산tert-부틸 1.5g, 2-디시클로헥실포스피노-2’,6’-디메톡시비페닐 127mg, 탄산세슘 3.0g 및 아세트산팔라듐 42mg을 첨가하였다. 첨가종료 후, 반응용기 내를 질소가스로 치환하였다. 치환종료 후, 반응혼합물을 110℃에서 질소분위기하 6시간 교반하였다. 교반종료 후, 불용물을 셀라이트 여과하고, 여물을 아세트산에틸 30ml로 세정하였다. 얻어진 여액을 물 20ml로 세정한 후, 포화식염수·무수황산나트륨의 순으로 탈수·건조하였다. 감압하에서 용매를 유거하여, 목적물 1.4g을 담황색 유상물로서 얻었다. 이것은 더 이상의 정제를 행하지 않고, 다음에 이용하였다.1.2 g of 4-(5-chloro-2-(2-methoxyphenyl)benzo[b]thiophen-3-yl)-5-methoxy-2,6-dimethylpyridazin-3(2H)-one and In a mixed solution of 15 ml of 1,4-dioxane, at room temperature, 1.5 g of tert-butyl carbamic acid, 127 mg of 2-dicyclohexylphosphino-2',6'-dimethoxybiphenyl, 3.0 g of cesium carbonate and acetic acid 42 mg of palladium was added. After completion of the addition, the inside of the reaction vessel was replaced with nitrogen gas. After completion of the substitution, the reaction mixture was stirred at 110° C. under a nitrogen atmosphere for 6 hours. After the stirring was completed, the insoluble matter was filtered through Celite, and the filtrate was washed with 30 ml of ethyl acetate. The obtained filtrate was washed with 20 ml of water, and then dehydrated and dried in the order of saturated brine and anhydrous sodium sulfate. The solvent was distilled off under reduced pressure to obtain 1.4 g of the target substance as a pale yellow oil. This was used next without further purification.

¹H NMR: ¹ H NMR:

δ7.72 (d, J=9.0Hz, 1H), 7.40-7.50 (m, 1H), 7.28-7.38 (m, 3H), δ7.72 (d, J=9.0Hz, 1H), 7.40-7.50 (m, 1H), 7.28-7.38 (m, 3H),

6.88-6.95 (m, 1H), 6.87 (d, J=9.0Hz, 1H), 6.60 (brs, 1H),6.88-6.95 (m, 1H), 6.87 (d, J=9.0Hz, 1H), 6.60 (brs, 1H),

3.74 (s, 3H), 3.69 (s, 3H), 3.36 (s, 3H), 2.08 (s, 3H),3.74 (s, 3H), 3.69 (s, 3H), 3.36 (s, 3H), 2.08 (s, 3H),

1.50 (s, 9H).1.50 (s, 9H).

공정3: 4-(5-아미노-2-(2-메톡시페닐)벤조[b]티오펜-3-일)-5-메톡시-2,6-디메틸피리다진-3(2H)-온(화합물 No.2-174)의 합성Step 3: 4-(5-amino-2-(2-methoxyphenyl)benzo[b]thiophen-3-yl)-5-methoxy-2,6-dimethylpyridazin-3(2H)-one Synthesis of (Compound No.2-174)

tert-부틸(3-(5-메톡시-2,6-디메틸-3-옥소-2,3-디하이드로피리다진-4-일)-2-(2-메톡시페닐)벤조[b]티오펜-5-일)카바메이트 1.4g 및 디클로로메탄 10ml의 혼합용액에, 빙랭하에서 트리플루오로아세트산 5ml를 첨가하였다. 첨가종료 후, 실온에서 20시간 교반하였다. 교반종료 후, 감압하에서 용매를 유거하고, 얻어진 잔류물에 아세트산에틸 80ml를 첨가하고, 포화탄산수소나트륨수용액 30ml 및 물 20ml로 세정하였다. 얻어진 유기층을 포화식염수·무수황산나트륨의 순으로 탈수·건조하고, 감압하에서 용매를 유거하였다. 얻어진 잔류물에 디이소프로필에테르 20ml를 첨가한 후, 석출한 고체를 여취하여, 목적물 390mg을 담황색 고체로서 얻었다.tert-Butyl(3-(5-methoxy-2,6-dimethyl-3-oxo-2,3-dihydropyridazin-4-yl)-2-(2-methoxyphenyl)benzo[b]thi To a mixed solution of 1.4 g of offen-5-yl) carbamate and 10 ml of dichloromethane, 5 ml of trifluoroacetic acid was added under ice cooling. After completion of the addition, the mixture was stirred at room temperature for 20 hours. After the stirring was completed, the solvent was distilled off under reduced pressure, and 80 ml of ethyl acetate was added to the obtained residue, followed by washing with 30 ml of a saturated aqueous sodium hydrogencarbonate solution and 20 ml of water. The obtained organic layer was dehydrated and dried in the order of saturated brine and anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure. After adding 20 ml of diisopropyl ether to the obtained residue, the precipitated solid was filtered to obtain 390 mg of the target substance as a pale yellow solid.

융점: 219-221℃Melting Point: 219-221℃

¹H NMR: ¹ H NMR:

δ7.57 (d, J=9.3Hz, 1H), 7.35 (dd, J=7.5, 1.5Hz, 1H),δ7.57 (d, J=9.3Hz, 1H), 7.35 (dd, J=7.5, 1.5Hz, 1H),

7.20-7.28 (m, 2H), 6.75-6.95 (m, 3H), 3.74 (s, 3H), 3.68 (s, 3H),7.20-7.28 (m, 2H), 6.75-6.95 (m, 3H), 3.74 (s, 3H), 3.68 (s, 3H),

3.37 (s, 3H), 2.09 (s, 3H), 1.61 (brs, 2H).3.37 (s, 3H), 2.09 (s, 3H), 1.61 (brs, 2H).

공정4: 4-(5-요오도-2-(2-메톡시페닐)벤조[b]티오펜-3-일)-5-메톡시-2,6-디메틸피리다진-3(2H)-온(화합물 No.2-131)의 합성Step 4: 4-(5-iodo-2-(2-methoxyphenyl)benzo[b]thiophen-3-yl)-5-methoxy-2,6-dimethylpyridazine-3(2H)- Synthesis of On (Compound No.2-131)

4-(5-아미노-2-(2-메톡시페닐)벤조[b]티오펜-3-일)-5-메톡시-2,6-디메틸피리다진-3(2H)-온 1.7g 및 물 15ml의 혼합현탁액에, 빙랭하에서, 35질량% 염산 4.4g을 첨가하였다. 첨가종료 후, 빙랭하에서, 아질산나트륨 345mg 및 물 2.5ml의 혼합용액을 적하하고, 빙랭하에서 30분간 교반하였다. 교반종료 후, 빙랭하에서, 요오드화나트륨 1.9g 및 물 5.5ml의 혼합용액을 적하하였다. 적하종료 후, 반응혼합물을 실온에서 20시간 교반하였다. 교반종료 후, 반응혼합물에 물 30ml를 첨가하고, 아세트산에틸 50ml로 추출하였다. 얻어진 유기층을, 5질량% 티오황산나트륨수용액(30ml×2)으로 세정한 후, 포화식염수·무수황산나트륨의 순으로 탈수·건조하고, 감압하에서 용매를 유거하였다. 얻어진 잔류물을 실리카겔 크로마토그래피(아세트산에틸:n-헥산=20:80~40:60의 그래디언트)로 정제하여, 목적물 1.5g을 등색 고체로서 얻었다.1.7 g of 4-(5-amino-2-(2-methoxyphenyl)benzo[b]thiophen-3-yl)-5-methoxy-2,6-dimethylpyridazin-3(2H)-one and 4.4 g of 35 mass % hydrochloric acid was added to the mixed suspension of 15 ml of water under ice cooling. After completion of the addition, a mixed solution of 345 mg of sodium nitrite and 2.5 ml of water was added dropwise under ice cooling, followed by stirring under ice cooling for 30 minutes. After completion of stirring, a mixed solution of 1.9 g of sodium iodide and 5.5 ml of water was added dropwise under ice cooling. After completion of the dropping, the reaction mixture was stirred at room temperature for 20 hours. After the stirring was completed, 30 ml of water was added to the reaction mixture, and the mixture was extracted with 50 ml of ethyl acetate. The obtained organic layer was washed with a 5 mass % sodium thiosulfate aqueous solution (30 ml x 2), then dehydrated and dried in the order of saturated brine and anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure. The obtained residue was purified by silica gel chromatography (ethyl acetate:n-hexane = 20:80 to 40:60 gradient) to obtain 1.5 g of the target substance as an orange solid.

융점: 161-163℃Melting Point: 161-163℃

¹H NMR: ¹ H NMR:

δ7.76-7.78 (m, 1H), 7.53-7.62 (m, 2H), 7.26-7.36 (m, 2H), δ7.76-7.78 (m, 1H), 7.53-7.62 (m, 2H), 7.26-7.36 (m, 2H),

6.92 (dd, J=7.5, 1.2Hz, 1H), 6.87 (d, J=7.5Hz, 1H), 3.74 (s, 3H), 6.92 (dd, J=7.5, 1.2Hz, 1H), 6.87 (d, J=7.5Hz, 1H), 3.74 (s, 3H),

3.70 (s, 3H), 3.35 (s, 3H), 2.11 (s, 3H).3.70 (s, 3H), 3.35 (s, 3H), 2.11 (s, 3H).

공정5: 4-(5-시클로프로필-2-(2-메톡시페닐)벤조[b]티오펜-3-일)-5-메톡시-2,6-디메틸피리다진-3(2H)-온(화합물 No.2-161)의 합성Step 5: 4-(5-cyclopropyl-2-(2-methoxyphenyl)benzo[b]thiophen-3-yl)-5-methoxy-2,6-dimethylpyridazine-3(2H)- Synthesis of On (Compound No.2-161)

4-(5-요오도-2-(2-메톡시페닐)벤조[b]티오펜-3-일)-5-메톡시-2,6-디메틸피리다진-3(2H)-온 250mg 및 톨루엔 3ml의 혼합용액에, 실온에서, 시클로프로필보론산 62mg, 인산칼륨 256mg 및 테트라키스(트리페닐포스핀)팔라듐 28mg을 첨가하였다. 첨가종료 후, 반응용기 내를 질소가스로 치환하였다. 치환종료 후, 반응혼합물을 110℃에서 질소분위기하 2시간 교반하였다. 교반종료 후, 불용물을 셀라이트 여과하고, 여물을 아세트산에틸 10ml로 세정하였다. 얻어진 여액을 물(5ml×2)로 세정 후, 포화식염수·무수황산나트륨의 순으로 탈수·건조하고, 감압하에서 용매를 유거하였다. 얻어진 잔류물을 실리카겔 크로마토그래피(아세트산에틸:n-헥산=20:80~40:60의 그래디언트)로 정제하여, 목적물 157mg을 등색 유상물로서 얻었다.250 mg of 4-(5-iodo-2-(2-methoxyphenyl)benzo[b]thiophen-3-yl)-5-methoxy-2,6-dimethylpyridazin-3(2H)-one and To a mixed solution of 3 ml of toluene, 62 mg of cyclopropylboronic acid, 256 mg of potassium phosphate and 28 mg of tetrakis(triphenylphosphine)palladium were added at room temperature. After completion of the addition, the inside of the reaction vessel was replaced with nitrogen gas. After completion of the substitution, the reaction mixture was stirred at 110° C. under a nitrogen atmosphere for 2 hours. After the stirring was completed, the insoluble matter was filtered through Celite, and the filtrate was washed with 10 ml of ethyl acetate. The obtained filtrate was washed with water (5 ml x 2), dehydrated and dried in the order of saturated brine and anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure. The obtained residue was purified by silica gel chromatography (ethyl acetate:n-hexane = 20:80 to 40:60 gradient) to obtain 157 mg of the target substance as an orange oil.

¹H NMR: ¹ H NMR:

δ7.69 (d, J=7.8Hz, 1H), 7.26-7.36 (m, 2H), 7.20 (d, J=1.8Hz, 1H), δ7.69 (d, J=7.8Hz, 1H), 7.26-7.36 (m, 2H), 7.20 (d, J=1.8Hz, 1H),

6.85-7.00 (m, 3H), 3.74 (s, 3H), 3.68 (s, 3H), 3.37 (s, 3H), 6.85-7.00 (m, 3H), 3.74 (s, 3H), 3.68 (s, 3H), 3.37 (s, 3H),

2.12 (s, 3H), 1.95-2.05 (m, 1H), 0.92-1.00 (m, 2H),2.12 (s, 3H), 1.95-2.05 (m, 1H), 0.92-1.00 (m, 2H),

0.62-0.70 (m, 2H).0.62-0.70 (m, 2H).

공정6: 4-(5-시클로프로필-2-(2-메톡시페닐)벤조[b]티오펜-3-일)-5-하이드록시-2,6-디메틸피리다진-3(2H)-온(화합물 No.2-160)의 합성Step 6: 4-(5-cyclopropyl-2-(2-methoxyphenyl)benzo[b]thiophen-3-yl)-5-hydroxy-2,6-dimethylpyridazine-3(2H)- Synthesis of On (Compound No.2-160)

4-(5-시클로프로필-2-(2-메톡시페닐)벤조[b]티오펜-3-일)-5-메톡시-2,6-디메틸피리다진-3(2H)-온 140mg 및 모르폴린 1.5ml의 혼합용액을, 100℃에서 8시간 교반하였다. 교반종료 후, 반응혼합물에 물 5ml를 첨가하고, 빙랭하에서 35질량% 염산을 pH1이 될 때까지 첨가하였다. 첨가종료 후, 아세트산에틸 15ml로 추출하였다. 얻어진 유기층을 물 5ml로 세정 후, 포화식염수·무수황산나트륨의 순으로 탈수·건조하고, 감압하에서 용매를 유거하였다. 얻어진 잔류물에 디이소프로필에테르 5ml를 첨가한 후, 석출한 고체를 여취하여, 목적물 42mg을 백색 고체로서 얻었다.140 mg of 4-(5-cyclopropyl-2-(2-methoxyphenyl)benzo[b]thiophen-3-yl)-5-methoxy-2,6-dimethylpyridazin-3(2H)-one and A mixed solution of 1.5 ml of morpholine was stirred at 100° C. for 8 hours. After completion of stirring, 5 ml of water was added to the reaction mixture, and 35 mass % hydrochloric acid was added under ice cooling until pH1 was reached. After completion of the addition, extraction was performed with 15 ml of ethyl acetate. The obtained organic layer was washed with 5 ml of water, dehydrated and dried in the order of saturated brine and anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure. After adding 5 ml of diisopropyl ether to the obtained residue, the precipitated solid was filtered to obtain 42 mg of the target substance as a white solid.

융점: 182-184℃Melting Point: 182-184℃

¹H NMR: ¹ H NMR:

δ7.72 (d, J=8.4Hz, 1H), 7.30-7.40 (m, 2H), 7.15-7.18 (m, 1H), δ7.72 (d, J=8.4Hz, 1H), 7.30-7.40 (m, 2H), 7.15-7.18 (m, 1H),

7.02-7.08 (m, 1H), 6.90-7.00 (m, 2H), 6.39 (brs, 1H), 3.78 (s, 3H),7.02-7.08 (m, 1H), 6.90-7.00 (m, 2H), 6.39 (brs, 1H), 3.78 (s, 3H),

3.74 (s, 3H), 2.17 (s, 3H), 1.92-2.04 (m, 1H), 0.90-1.00 (m, 2H), 3.74 (s, 3H), 2.17 (s, 3H), 1.92-2.04 (m, 1H), 0.90-1.00 (m, 2H),

0.65-0.75 (m, 2H).0.65-0.75 (m, 2H).

〔합성예 8〕[Synthesis Example 8]

5-하이드록시-4-(2-(2-메톡시페닐)-5-((트리플루오로메틸)티오)벤조[b]티오펜-3-일)-2,6-디메틸피리다진-3(2H)-온(화합물 No.2-378)의 합성 5-hydroxy-4-(2-(2-methoxyphenyl)-5-((trifluoromethyl)thio)benzo[b]thiophen-3-yl)-2,6-dimethylpyridazine-3 Synthesis of (2H)-one (Compound No. 2-378)

공정1: 5-메톡시-4-(2-(2-메톡시페닐)-5-((트리플루오로메틸)티오)벤조[b]티오펜-3-일)-2,6-디메틸피리다진-3(2H)-온(화합물 No.2-379)의 합성Step 1: 5-methoxy-4-(2-(2-methoxyphenyl)-5-((trifluoromethyl)thio)benzo[b]thiophen-3-yl)-2,6-dimethylpyri Synthesis of dazin-3(2H)-one (Compound No.2-379)

4-(5-요오도-2-(2-메톡시페닐)벤조[b]티오펜-3-일)-5-메톡시-2,6-디메틸피리다진-3(2H)-온 150mg 및 1,3-디메틸-2-이미다졸리디논 1.5ml의 혼합용액에, 실온에서 트리플루오로메탄티올구리(I)를 첨가하였다. 첨가종료 후, 반응혼합물을 130℃에서 3시간 교반하였다. 교반종료 후, 불용물을 셀라이트 여과하고, 여물을 아세트산에틸 10ml로 세정하였다. 얻어진 여액을 포화염화암모늄수용액 10ml 및 물 5ml로 세정한 후, 포화식염수·무수황산나트륨의 순으로 탈수·건조하고, 감압하에서 용매를 유거하였다. 얻어진 잔류물을 실리카겔 크로마토그래피(아세트산에틸:n-헥산=10:90~30:70의 그래디언트)로 정제하여, 목적물 126mg을 담황색 고체로서 얻었다.150 mg of 4-(5-iodo-2-(2-methoxyphenyl)benzo[b]thiophen-3-yl)-5-methoxy-2,6-dimethylpyridazin-3(2H)-one and To a mixed solution of 1.5 ml of 1,3-dimethyl-2-imidazolidinone, copper (I) trifluoromethanethiol was added at room temperature. After completion of the addition, the reaction mixture was stirred at 130° C. for 3 hours. After the stirring was completed, the insoluble matter was filtered through Celite, and the filtrate was washed with 10 ml of ethyl acetate. The resulting filtrate was washed with 10 ml of a saturated aqueous ammonium chloride solution and 5 ml of water, then dehydrated and dried in the order of saturated brine and anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure. The obtained residue was purified by silica gel chromatography (ethyl acetate:n-hexane = 10:90-30:70 gradient) to obtain 126 mg of the target substance as a pale yellow solid.

융점: 152-155℃Melting Point: 152-155℃

¹H NMR: ¹ H NMR:

δ7.87 (d, J=8.4Hz, 1H), 7.75 (d, J=1.8Hz, 1H), 7.55-7.62 (m, 1H), δ7.87 (d, J=8.4Hz, 1H), 7.75 (d, J=1.8Hz, 1H), 7.55-7.62 (m, 1H),

7.30-7.38 (m, 2H), 6.86-6.98 (m, 2H), 3.74 (s, 3H), 3.72 (s, 3H), 7.30-7.38 (m, 2H), 6.86-6.98 (m, 2H), 3.74 (s, 3H), 3.72 (s, 3H),

3.36 (s, 3H), 2.13 (s, 3H).3.36 (s, 3H), 2.13 (s, 3H).

공정2: 5-하이드록시-4-(2-(2-메톡시페닐)-5-((트리플루오로메틸)티오)벤조[b]티오펜-3-일)-2,6-디메틸피리다진-3(2H)-온(화합물 No.2-378)의 합성Step 2: 5-hydroxy-4-(2-(2-methoxyphenyl)-5-((trifluoromethyl)thio)benzo[b]thiophen-3-yl)-2,6-dimethylpyri Synthesis of dazin-3(2H)-one (Compound No.2-378)

5-메톡시-4-(2-(2-메톡시페닐)-5-((트리플루오로메틸)티오)벤조[b]티오펜-3-일)-2,6-디메틸피리다진-3(2H)-온 110mg 및 모르폴린 1.5ml의 혼합용액을, 100℃에서 7시간 교반하였다. 교반종료 후, 반응혼합물에 물 5ml를 첨가하고, 빙랭하에서 35질량% 염산을 pH1이 될 때까지 첨가하였다. 첨가종료 후, 아세트산에틸 15ml로 추출하였다. 얻어진 유기층을 물 5ml로 세정 후, 포화식염수·무수황산나트륨의 순으로 탈수·건조하고, 감압하에서 용매를 유거하였다. 얻어진 잔류물에 디이소프로필에테르 5ml를 첨가한 후, 석출한 고체를 여취하여, 목적물 65mg을 백색 고체로서 얻었다.5-Methoxy-4-(2-(2-methoxyphenyl)-5-((trifluoromethyl)thio)benzo[b]thiophen-3-yl)-2,6-dimethylpyridazine-3 A mixed solution of 110 mg of (2H)-one and 1.5 ml of morpholine was stirred at 100° C. for 7 hours. After completion of stirring, 5 ml of water was added to the reaction mixture, and 35 mass % hydrochloric acid was added under ice cooling until pH1 was reached. After completion of the addition, extraction was performed with 15 ml of ethyl acetate. The obtained organic layer was washed with 5 ml of water, dehydrated and dried in the order of saturated brine and anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure. After adding 5 ml of diisopropyl ether to the obtained residue, the precipitated solid was filtered to obtain 65 mg of the target substance as a white solid.

융점: 183-186℃Melting Point: 183-186℃

¹H NMR: ¹ H NMR:

δ7.89 (d, J=8.1Hz, 1H), 7.60-7.70 (m, 2H), 7.28-7.42 (m, 2H), δ7.89 (d, J=8.1Hz, 1H), 7.60-7.70 (m, 2H), 7.28-7.42 (m, 2H),

6.94-7.00 (m, 2H), 6.33 (brs, 1H), 3.81 (s, 3H), 3.74 (s, 3H), 6.94-7.00 (m, 2H), 6.33 (brs, 1H), 3.81 (s, 3H), 3.74 (s, 3H),

2.20 (s, 3H).2.20 (s, 3H).

〔합성예 9〕[Synthesis Example 9]

6-클로로-5-하이드록시-4-(6-메톡시-2-(2-메톡시페닐)벤조[b]티오펜-3-일)-2-메틸피리다진-3(2H)-온(화합물 No.3-088)의 합성 6-chloro-5-hydroxy-4-(6-methoxy-2-(2-methoxyphenyl)benzo[b]thiophen-3-yl)-2-methylpyridazin-3(2H)-one Synthesis of (Compound No.3-088)

공정1: 2-(디벤질아미노)-2-(2-메틸하이드라지닐리덴)아세트산에틸의 합성Step 1: Synthesis of 2-(dibenzylamino)-2-(2-methylhydrazinylidene)ethyl acetate

2-(2-메틸하이드라지닐리덴)아세트산에틸 1.3g 및 N,N-디메틸포름아미드 10ml의 혼합용액을 50℃로 가열하고, 50℃에서 N-클로로석신이미드 1.5g을 첨가하였다. 첨가종료 후, 반응혼합물을 50~60℃에서 3시간 교반하였다. 교반종료 후, 반응혼합물에 물 30ml를 첨가하고, tert-부틸메틸에테르(30ml×2)로 추출하였다. 얻어진 유기층을, 물 30ml로 세정한 후, 포화식염수·무수황산나트륨의 순으로 탈수·건조하고, 감압하에서 용매를 유거하였다. 얻어진 잔류물에, 실온에서, tert-부틸메틸에테르 10ml 및 디벤질아민 1.0g을 첨가하였다. 첨가종료 후, 반응혼합물을 0℃로 냉각하고, 0℃에서 1,8-디아자비시클로[5,4,0]-7-운데센 1.1g을 첨가하였다. 첨가종료 후, 반응혼합물을 실온에서 18시간 교반하였다. 교반종료 후, 반응혼합물에 물 30ml를 첨가하고, 아세트산에틸(30ml×2)로 추출하였다. 얻어진 유기층을 물 30ml로 세정한 후, 포화식염수·황산나트륨의 순으로 탈수·건조하고, 감압하에서 용매를 유거하였다. 얻어진 잔류물을 실리카겔 칼럼크로마토그래피(아세트산에틸:n-헥산=5:95~10:90의 그래디언트)로 정제하여, 목적물 714mg을 무색 유상물로서 얻었다.A mixed solution of 1.3 g of 2-(2-methylhydrazinylidene)ethyl acetate and 10 ml of N,N-dimethylformamide was heated to 50°C, and 1.5 g of N-chlorosuccinimide was added at 50°C. After completion of the addition, the reaction mixture was stirred at 50 to 60° C. for 3 hours. After completion of stirring, 30 ml of water was added to the reaction mixture, followed by extraction with tert-butylmethyl ether (30 ml×2). The obtained organic layer was washed with 30 ml of water, then dehydrated and dried in the order of saturated brine and anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure. To the obtained residue, 10 ml of tert-butylmethyl ether and 1.0 g of dibenzylamine were added at room temperature. After completion of the addition, the reaction mixture was cooled to 0°C, and 1.1 g of 1,8-diazabicyclo[5,4,0]-7-undecene was added at 0°C. After completion of the addition, the reaction mixture was stirred at room temperature for 18 hours. After completion of stirring, 30 ml of water was added to the reaction mixture, followed by extraction with ethyl acetate (30 ml x 2). The obtained organic layer was washed with 30 ml of water, then dehydrated and dried in the order of saturated brine and sodium sulfate, and the solvent was distilled off under reduced pressure. The obtained residue was purified by silica gel column chromatography (ethyl acetate:n-hexane = 5:95-10:90 gradient) to obtain 714 mg of the target substance as a colorless oil.

¹H NMR: ¹ H NMR:

δ7.02-7.34 (m, 10H), 4.26 (q, 7.2Hz, 2H), 4.02 (s, 4H), δ7.02-7.34 (m, 10H), 4.26 (q, 7.2Hz, 2H), 4.02 (s, 4H),

2.86 (d, J=4.2Hz, 3H), 1.31 (t, J=7.2Hz, 3H).2.86 (d, J=4.2Hz, 3H), 1.31 (t, J=7.2Hz, 3H).

공정2: 2-(디벤질아미노)-2-(2-(2-(6-메톡시-2-(2-메톡시페닐)벤조[b]티오펜-3-일)아세틸)-2-메틸하이드라지닐리덴)아세트산에틸의 합성Step 2: 2-(dibenzylamino)-2-(2-(2-(6-methoxy-2-(2-methoxyphenyl)benzo[b]thiophen-3-yl)acetyl)-2- Synthesis of methyl hydrazinylidene) ethyl acetate

합성예 3의 공정2에서 제조한 2-(6-메톡시-2-(2-메톡시페닐)벤조[b]티오펜-3-일)아세트산 790mg 및 디클로로메탄 8ml의 혼합용액에, 실온에서 옥사릴클로라이드 458mg 및 N,N-디메틸포름아미드 10mg을 첨가하였다. 첨가종료 후, 반응혼합물을 실온에서 2시간 교반하였다. 교반종료 후, 감압하에서 용매를 유거하였다. 얻어진 잔류물을 톨루엔 10ml에 용해하고, 2-(디벤질아미노)-2-(2-메틸하이드라지닐리덴)아세트산에틸 712mg 및 피리딘 243mg을 첨가하였다. 첨가종료 후, 100℃에서 1시간 교반하였다. 교반종료 후, 물 30ml를 첨가하고, 아세트산에틸(50ml×2)로 추출하였다. 얻어진 유기층을 물 20ml 로 세정한 후, 포화식염수·무수황산나트륨의 순으로 탈수·건조하고, 감압하에서 용매를 유거하였다. 얻어진 잔류물을 실리카겔 칼럼크로마토그래피(아세트산에틸:n-헥산=5:95~50:50의 그래디언트)로 정제하여, 목적물 743mg을 황색 유상물로서 얻었다.In a mixed solution of 790 mg of 2-(6-methoxy-2-(2-methoxyphenyl)benzo[b]thiophen-3-yl)acetic acid and 8ml of dichloromethane prepared in step 2 of Synthesis Example 3, at room temperature 458 mg of oxalyl chloride and 10 mg of N,N-dimethylformamide were added. After completion of the addition, the reaction mixture was stirred at room temperature for 2 hours. After the stirring was completed, the solvent was distilled off under reduced pressure. The obtained residue was dissolved in 10 ml of toluene, and 712 mg of 2-(dibenzylamino)-2-(2-methylhydrazinylidene)ethyl acetate and 243 mg of pyridine were added thereto. After completion of the addition, the mixture was stirred at 100°C for 1 hour. After completion of stirring, 30 ml of water was added, and extraction was performed with ethyl acetate (50 ml x 2). The obtained organic layer was washed with 20 ml of water, then dehydrated and dried in the order of saturated brine and anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure. The obtained residue was purified by silica gel column chromatography (ethyl acetate:n-hexane = 5:95-50:50 gradient) to obtain 743 mg of the target substance as a yellow oil.

¹H NMR: ¹ H NMR:

δ7.57 (d, J=8.7Hz, 1H), 7.49 (dd, J=7.5, 1.5Hz, 1H),δ7.57 (d, J=8.7Hz, 1H), 7.49 (dd, J=7.5, 1.5Hz, 1H),

7.25-7.28 (m, 9H), 7.18-7.20 (m, 3H), 6.91-6.99 (m, 3H),7.25-7.28 (m, 9H), 7.18-7.20 (m, 3H), 6.91-6.99 (m, 3H),

4.32 (brs, 4H), 4.28 (q, J=7.2Hz, 2H), 3.85 (s, 3H),4.32 (brs, 4H), 4.28 (q, J=7.2Hz, 2H), 3.85 (s, 3H),

3.78 (s, 3H), 3.73 (s, 2H), 3.14 (s, 3H), 1.22 (t, J=7.2Hz, 3H).3.78 (s, 3H), 3.73 (s, 2H), 3.14 (s, 3H), 1.22 (t, J=7.2Hz, 3H).

공정3: 6-(디벤질아미노)-5-하이드록시-4-(6-메톡시-2-(2-메톡시페닐)벤조[b]티오펜-3-일)-2-메틸피리다진-3(2H)-온(화합물 No.3-086)의 합성Step 3: 6-(dibenzylamino)-5-hydroxy-4-(6-methoxy-2-(2-methoxyphenyl)benzo[b]thiophen-3-yl)-2-methylpyridazine Synthesis of -3(2H)-one (Compound No.3-086)

2-(디벤질아미노)-2-(2-(2-(6-메톡시-2-(2-메톡시페닐)벤조[b]티오펜-3-일)아세틸)-2-메틸하이드라지닐리덴)아세트산에틸 743mg 및 테트라하이드로푸란 5ml의 혼합용액을 0℃로 냉각하고, 0℃에서 칼륨tert-부톡사이드 387mg을 첨가하였다. 첨가종료 후, 반응혼합물을 0℃에서 1시간 교반하였다. 교반종료 후, 1mol/L 염산5ml 및 물 20ml를 첨가한 후, 석출한 고체를 여취하였다. 얻어진 고체를, 물 5ml 및 디이소프로필에테르 5ml로 순차 세정하여, 목적물 576mg을 황색 고체로서 얻었다. 2-(dibenzylamino)-2-(2-(2-(6-methoxy-2-(2-methoxyphenyl)benzo[b]thiophen-3-yl)acetyl)-2-methylhydrazi A mixed solution of 743 mg of nylidene)ethyl acetate and 5 ml of tetrahydrofuran was cooled to 0°C, and 387 mg of potassium tert-butoxide was added at 0°C. After completion of the addition, the reaction mixture was stirred at 0° C. for 1 hour. After stirring, 5 ml of 1 mol/L hydrochloric acid and 20 ml of water were added, and the precipitated solid was filtered off. The obtained solid was washed sequentially with 5 ml of water and 5 ml of diisopropyl ether to obtain 576 mg of the target substance as a yellow solid.

융점: 163-166℃Melting Point: 163-166℃

¹H NMR: ¹ H NMR:

δ7.24-7.35 (m, 10H), 7.08-7.11 (m, 4H), 6.95-7.00 (m 2H), δ7.24-7.35 (m, 10H), 7.08-7.11 (m, 4H), 6.95-7.00 (m 2H),

6.88 (d, J=7.8Hz, 1H), 6.57 (brs, 1H), 4.00-4.30 (m, 4H),6.88 (d, J=7.8Hz, 1H), 6.57 (brs, 1H), 4.00-4.30 (m, 4H),

3.88 (s, 3H), 3.69 (s, 3H), 3.58 (s, 3H).3.88 (s, 3H), 3.69 (s, 3H), 3.58 (s, 3H).

공정4: 6-아미노-5-하이드록시-4-(6-메톡시-2-(2-메톡시페닐)벤조[b]티오펜-3-일)-2-메틸피리다진-3(2H)-온(화합물 No.3-087)의 합성 Step 4: 6-amino-5-hydroxy-4-(6-methoxy-2-(2-methoxyphenyl)benzo[b]thiophen-3-yl)-2-methylpyridazine-3(2H Synthesis of )-one (Compound No.3-087)

6-(디벤질아미노)-5-하이드록시-4-(6-메톡시-2-(2-메톡시페닐)벤조[b]티오펜-3-일)-2-메틸피리다진-3(2H)-온 549mg, 메탄올 5ml 및 35질량% 염산 0.5ml의 혼합용액에, 5% 팔라듐탄소(엔·이 켐캣트사제, STD타입, 50% 함수품) 550mg을 첨가하고, 반응용기 내를 수소가스로 치환하였다. 치환종료 후, 반응혼합물을 실온에서 20시간 교반하였다. 교반종료 후, 불용물을 셀라이트 여과하고, 여물을 메탄올 10ml로 세정하였다. 얻어진 여액을 감압하에서 농축하였다. 얻어진 잔류물을 실리카겔 칼럼크로마토그래피(아세트산에틸:n-헥산=50:50~100:0의 그래디언트)로 정제하여, 목적물 260mg을 백색 고체로서 얻었다.6-(dibenzylamino)-5-hydroxy-4-(6-methoxy-2-(2-methoxyphenyl)benzo[b]thiophen-3-yl)-2-methylpyridazin-3( To a mixed solution of 549 mg of 2H)-one, 5 ml of methanol, and 0.5 ml of 35 mass% hydrochloric acid, 550 mg of 5% palladium carbon (manufactured by N E Chemcat, STD type, 50% water-containing product) was added, and the inside of the reaction vessel was hydrogenated replaced with gas. After completion of the substitution, the reaction mixture was stirred at room temperature for 20 hours. After the stirring was completed, the insoluble matter was filtered through Celite, and the filtrate was washed with 10 ml of methanol. The obtained filtrate was concentrated under reduced pressure. The obtained residue was purified by silica gel column chromatography (ethyl acetate:n-hexane = 50:50 to 100:0 gradient) to obtain 260 mg of the target substance as a white solid.

융점: 286-288℃Melting Point: 286-288℃

¹H NMR: ¹ H NMR:

δ7.30-7.38 (m, 4H), 6.97-7.01 (m, 3H), 6.56 (s, 1H), 4.15 (brs, 2H),δ7.30-7.38 (m, 4H), 6.97-7.01 (m, 3H), 6.56 (s, 1H), 4.15 (brs, 2H),

3.88 (s, 3H), 3.82 (s, 3H), 3.63 (s, 3H).3.88 (s, 3H), 3.82 (s, 3H), 3.63 (s, 3H).

공정5: 6-클로로-5-하이드록시-4-(6-메톡시-2-(2-메톡시페닐)벤조[b]티오펜-3-일)-2-메틸피리다진-3(2H)-온(화합물 No.3-088)의 합성Step 5: 6-chloro-5-hydroxy-4- (6-methoxy-2- (2-methoxyphenyl) benzo [b] thiophen-3-yl) -2-methylpyridazine-3 (2H Synthesis of )-one (Compound No.3-088)

6-아미노-5-하이드록시-4-(6-메톡시-2-(2-메톡시페닐)벤조[b]티오펜-3-일)-2-메틸피리다진-3(2H)-온 242mg, 아세토니트릴 3ml 및 35질량% 염산 2ml의 혼합용액을, 0℃로 냉각하고, 아질산나트륨 110mg을 첨가하였다. 첨가종료 후, 실온에서 5시간 교반하였다. 교반종료 후, 반응혼합물에 물 30ml를 첨가하고, 아세트산에틸(30ml×2)로 추출하였다. 얻어진 유기층을, 포화식염수·무수황산나트륨의 순으로 탈수·건조하고, 감압하에서 용매를 유거하였다. 얻어진 잔류물을 실리카겔 칼럼크로마토그래피(아세트산에틸:n-헥산=30:70~70:30의 그래디언트)로 정제하여, 목적물 51mg을 백색 고체로서 얻었다. 6-amino-5-hydroxy-4-(6-methoxy-2-(2-methoxyphenyl)benzo[b]thiophen-3-yl)-2-methylpyridazin-3(2H)-one The mixed solution of 242 mg, 3 ml of acetonitrile, and 2 ml of 35 mass % hydrochloric acid was cooled to 0 degreeC, and 110 mg of sodium nitrite was added. After completion of the addition, the mixture was stirred at room temperature for 5 hours. After completion of stirring, 30 ml of water was added to the reaction mixture, followed by extraction with ethyl acetate (30 ml x 2). The obtained organic layer was dehydrated and dried in the order of saturated brine and anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure. The obtained residue was purified by silica gel column chromatography (ethyl acetate:n-hexane = 30:70 to 70:30 gradient) to obtain 51 mg of the target substance as a white solid.

융점: 209-211℃Melting Point: 209-211℃

¹H NMR: ¹ H NMR:

δ7.28-7.40 (m, 4H), 6.95-7.02 (m, 3H), 6.73 (brs, 1H), 3.88 (s, 3H),δ7.28-7.40 (m, 4H), 6.95-7.02 (m, 3H), 6.73 (brs, 1H), 3.88 (s, 3H),

3.82 (s, 3H), 3.75 (s, 3H).3.82 (s, 3H), 3.75 (s, 3H).

〔합성예 10〕[Synthesis Example 10]

5-하이드록시-4-(2-(2-메톡시페닐)-6-(2,2,2-트리플루오로에톡시)벤조[b]티오펜-3-일)-2,6-디메틸피리다진-3(2H)-온(화합물 No.3-116)의 합성 5-hydroxy-4-(2-(2-methoxyphenyl)-6-(2,2,2-trifluoroethoxy)benzo[b]thiophen-3-yl)-2,6-dimethyl Synthesis of pyridazin-3(2H)-one (Compound No.3-116)

공정1: 2-(2-브로모-6-메톡시벤조[b]티오펜-3-일)아세트산에틸의 합성 Step 1: Synthesis of 2-(2-bromo-6-methoxybenzo[b]thiophen-3-yl)ethyl acetate

2-(6-메톡시벤조[b]티오펜-3-일)아세트산에틸 12.9g 및 아세토니트릴 70ml의 혼합용액에, 빙랭하, N-브로모석신이미드 8.5g을 첨가하고, 빙랭하에서 1시간 교반하였다. 교반종료 후, 감압하에서 용매를 유거하였다. 얻어진 잔류물에 포화염화암모늄수용액 200ml를 첨가하고, 아세트산에틸(200ml×2)로 추출하였다. 얻어진 유기층을 포화식염수·무수황산나트륨의 순으로 탈수·건조하였다. 감압하에서 용매를 유거하여, 목적물 12.1g을 갈색 고체로서 얻었다. 이것은 더 이상의 정제를 행하지 않고, 다음에 이용하였다. To a mixed solution of 12.9 g of 2-(6-methoxybenzo[b]thiophen-3-yl)ethyl acetate and 70 ml of acetonitrile, 8.5 g of N-bromosuccinimide was added under ice cooling, and 1 time was stirred. After the stirring was completed, the solvent was distilled off under reduced pressure. To the obtained residue, 200 ml of a saturated aqueous ammonium chloride solution was added, followed by extraction with ethyl acetate (200 ml x 2). The obtained organic layer was dehydrated and dried in the order of saturated brine and anhydrous sodium sulfate. The solvent was distilled off under reduced pressure to obtain 12.1 g of the target substance as a brown solid. This was used next without further purification.

융점: 143-148℃Melting Point: 143-148℃

¹H NMR: ¹ H NMR:

δ7.53-7.58 (m, 1H), 7.18-7.22 (m, 1H), 6.95-7.05 (m, 1H), δ7.53-7.58 (m, 1H), 7.18-7.22 (m, 1H), 6.95-7.05 (m, 1H),

4.16 (q, J=7.2Hz, 2H), 3.82 (s, 2H), 3.86 (s, 3H),4.16 (q, J=7.2Hz, 2H), 3.82 (s, 2H), 3.86 (s, 3H),

1.24 (t, J=7.2Hz, 3H).1.24 (t, J=7.2Hz, 3H).

공정2: 2-(6-(벤질옥시)-2-브로모벤조[b]티오펜-3-일)아세트산에틸의 합성Step 2: Synthesis of 2-(6-(benzyloxy)-2-bromobenzo[b]thiophen-3-yl)ethyl acetate

2-(2-브로모-6-메톡시벤조[b]티오펜-3-일)아세트산에틸 12.1g 및 디클로로메탄 100ml의 혼합용액에, 빙랭하, 삼브롬화붕소의 1mol/L 디클로로메탄용액 60ml를 적하하고, 빙랭하에서 1시간 교반하였다. 교반종료 후, 반응혼합물을, 0℃에서 냉각한 물 200ml에 주입하고, 석출한 고체를 여취하였다. 얻어진 고체를 물 50ml 및 디이소프로필에테르 50ml로 세정하였다. 얻어진 고체 및 N,N-디메틸포름아미드 30ml의 혼합용액에, 탄산칼륨 8.4g 및 브롬화벤질 8.5g을 실온에서 첨가하고, 실온하, 밤새도록 교반하였다. 교반종료 후, 혼합용액에 물 100ml를 첨가하고 디에틸에테르 100ml 및 아세트산에틸 100ml의 혼합용매로 추출하였다. 얻어진 유기층을, 물 100ml로 세정한 후, 포화식염수·무수황산나트륨의 순으로 탈수·건조하고, 감압하에서 용매를 유거하였다. 얻어진 잔류물에 디이소프로필에테르를 첨가한 후, 석출한 고체를 여취함으로써, 목적물 9.2g을 박등색 고체로서 얻었다.To a mixed solution of 12.1 g of 2-(2-bromo-6-methoxybenzo[b]thiophen-3-yl)acetate and 100 ml of dichloromethane, under ice cooling, 60 ml of a 1 mol/L dichloromethane solution of boron tribromide was added dropwise and stirred under ice cooling for 1 hour. After the stirring was completed, the reaction mixture was poured into 200 ml of water cooled at 0°C, and the precipitated solid was filtered off. The obtained solid was washed with 50 ml of water and 50 ml of diisopropyl ether. To a mixed solution of the obtained solid and 30 ml of N,N-dimethylformamide, 8.4 g of potassium carbonate and 8.5 g of benzyl bromide were added at room temperature, and the mixture was stirred at room temperature overnight. After completion of stirring, 100 ml of water was added to the mixed solution, followed by extraction with a mixed solvent of 100 ml of diethyl ether and 100 ml of ethyl acetate. The obtained organic layer was washed with 100 ml of water, then dehydrated and dried in the order of saturated brine and anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure. After adding diisopropyl ether to the obtained residue, the precipitated solid was filtered off to obtain 9.2 g of the target substance as a pale orange solid.

융점: 103-105℃Melting Point: 103-105℃

¹H NMR: ¹ H NMR:

δ7.53-7.58 (m, 1H), 7.30-7.45 (m, 5H), 7.25-7.28 (m, 1H),δ7.53-7.58 (m, 1H), 7.30-7.45 (m, 5H), 7.25-7.28 (m, 1H),

7.03-7.08 (m, 1H), 5.11 (s, 2H), 4.15 (q, J=7.2Hz, 2H),7.03-7.08 (m, 1H), 5.11 (s, 2H), 4.15 (q, J=7.2Hz, 2H),

3.79 (s, 2H), 1.23 (t, J=7.2Hz, 3H).3.79 (s, 2H), 1.23 (t, J=7.2Hz, 3H).

공정3: 2-(6-(벤질옥시)-2-브로모벤조[b]티오펜-3-일)아세트산의 합성Step 3: Synthesis of 2-(6-(benzyloxy)-2-bromobenzo[b]thiophen-3-yl)acetic acid

2-(6-(벤질옥시)-2-브로모벤조[b]티오펜-3-일)아세트산에틸 9.2g, 메탄올 30ml 및 테트라하이드로푸란 30ml의 혼합용액에, 빙랭하, 10질량% 수산화나트륨수용액 18ml를 첨가하였다. 첨가종료 후, 반응혼합물을 실온에서 18시간 교반하였다. 교반종료 후, 감압하에서 유기용매를 유거하고, 얻어진 잔류물에, 빙랭하에서, 35질량% 염산 20ml를 첨가하였다. 첨가종료 후, 석출한 고체를 여취하고, 물 50ml로 세정하여, 목적물 8.5g을 백색 고체로서 얻었다.To a mixed solution of 9.2 g of 2-(6-(benzyloxy)-2-bromobenzo[b]thiophen-3-yl)acetate, 30 ml of methanol, and 30 ml of tetrahydrofuran, under ice cooling, 10% by mass sodium hydroxide 18 ml of aqueous solution was added. After completion of the addition, the reaction mixture was stirred at room temperature for 18 hours. After completion of stirring, the organic solvent was distilled off under reduced pressure, and 20 ml of 35 mass % hydrochloric acid was added to the obtained residue under ice cooling. After completion of the addition, the precipitated solid was filtered off and washed with 50 ml of water to obtain 8.5 g of the target product as a white solid.

융점: 170-172℃Melting Point: 170-172℃

¹H NMR(DMSO-d6): ¹ H NMR (DMSO-d6):

δ12.56 (brs, 1H), 7.60-7.70 (m, 2H), 7.25-7.50 (m, 5H), δ12.56 (brs, 1H), 7.60-7.70 (m, 2H), 7.25-7.50 (m, 5H),

7.11 (dd, J=8.8, 2.3Hz, 1H), 5.16 (s, 2H), 3.79 (s, 2H).7.11 (dd, J=8.8, 2.3Hz, 1H), 5.16 (s, 2H), 3.79 (s, 2H).

공정4: 4-(6-(벤질옥시)-2-브로모벤조[b]티오펜-3-일)-5-하이드록시-2,6-디메틸피리다진-3(2H)-온의 합성Step 4: Synthesis of 4-(6-(benzyloxy)-2-bromobenzo[b]thiophen-3-yl)-5-hydroxy-2,6-dimethylpyridazin-3(2H)-one

2-(6-(벤질옥시)-2-브로모벤조[b]티오펜-3-일)아세트산 8.5g 및 디클로로메탄 50ml의 혼합용액에, 1-(3-디메틸아미노프로필)-3-에틸카르보디이미드염산염 4.3g 및 펜타플루오로페놀 4.2g을 실온에서 첨가하였다. 첨가종료 후, 실온에서 18시간 교반하였다. 별도의 반응용기에 있어서, 메틸하이드라진황산염 6.5g 및 디클로로메탄 50ml의 혼합용액에, 빙랭하에서 트리에틸아민 6.9g을 적하하였다. 적하종료 후, 혼합용액을 빙랭하에서 1시간 교반하였다. 교반종료 후, 반응혼합물에, 앞서 조제한 2-(6-(벤질옥시)-2-브로모벤조[b]티오펜-3-일)아세트산, 1-(3-디메틸아미노프로필)-3-에틸카르보디이미드염산염 및 펜타플루오로페놀의 혼합물을 빙랭하에서 적하하였다. 적하종료 후, 실온에서 18시간 교반하였다. 교반종료 후, 반응혼합물에 물 100ml를 실온에서 첨가하고, 디클로로메탄 100ml로 추출하였다. 얻어진 유기층을 포화식염수·무수황산나트륨의 순으로 탈수·건조하고, 감압하에서 용매를 유거하였다. In a mixed solution of 8.5 g of 2-(6-(benzyloxy)-2-bromobenzo[b]thiophen-3-yl)acetic acid and 50 ml of dichloromethane, 1-(3-dimethylaminopropyl)-3-ethyl 4.3 g of carbodiimide hydrochloride and 4.2 g of pentafluorophenol were added at room temperature. After completion of the addition, the mixture was stirred at room temperature for 18 hours. In a separate reaction vessel, 6.9 g of triethylamine was added dropwise to a mixed solution of 6.5 g of methylhydrazine sulfate and 50 ml of dichloromethane under ice cooling. After completion of the dropwise addition, the mixed solution was stirred under ice cooling for 1 hour. After completion of stirring, to the reaction mixture, the previously prepared 2-(6-(benzyloxy)-2-bromobenzo[b]thiophen-3-yl)acetic acid, 1-(3-dimethylaminopropyl)-3-ethyl A mixture of carbodiimide hydrochloride and pentafluorophenol was added dropwise under ice cooling. After completion of the dropping, the mixture was stirred at room temperature for 18 hours. After completion of stirring, 100 ml of water was added to the reaction mixture at room temperature, and the mixture was extracted with 100 ml of dichloromethane. The obtained organic layer was dehydrated and dried in the order of saturated brine and anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure.

얻어진 잔류물을 에탄올 50ml에 용해시키고, 실온에서 피루브산에틸 5.2g을 첨가하였다. 첨가종료 후, 70℃에서 2시간 교반하였다. 교반종료 후, 감압하에서 반응혼합물로부터 용매를 유거하였다. 얻어진 잔류물에, 물 100ml를 첨가하고 디에틸에테르 100ml로 추출하였다. 얻어진 유기층을, 포화식염수·무수황산나트륨의 순으로 탈수·건조하고, 감압하에서 용매를 유거하였다.The obtained residue was dissolved in 50 ml of ethanol, and 5.2 g of ethyl pyruvate was added at room temperature. After the addition was completed, the mixture was stirred at 70° C. for 2 hours. After the stirring was completed, the solvent was distilled off from the reaction mixture under reduced pressure. To the obtained residue, 100 ml of water was added, followed by extraction with 100 ml of diethyl ether. The obtained organic layer was dehydrated and dried in the order of saturated brine and anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure.

얻어진 잔류물을 아세토니트릴 50ml에 용해시키고, 실온에서 1,8-디아자비시클로[5.4.0]-7-운데센 2.6g을 첨가하고, 80℃에서 6시간 교반하였다. 교반종료 후, 감압하에서 용매를 유거하였다. 얻어진 잔류물을 아세트산에틸 50ml에 용해시키고, 빙랭하에서, 1mol/L 염산 35ml 및 물 15ml를 첨가한 후, 유기층 및 수층을 분리하였다. 얻어진 수층을 아세트산에틸(50ml×2)로 추출하였다. 얻어진 유기층을 합하여, 포화식염수·무수황산나트륨의 순으로 탈수·건조하고, 감압하에서 용매를 유거하여, 목적물의 조생성물 2.6g을 갈색 아모퍼스로서 얻었다. 이것은 더 이상의 정제를 행하지 않고, 다음에 이용하였다.The obtained residue was dissolved in 50 ml of acetonitrile, and 2.6 g of 1,8-diazabicyclo[5.4.0]-7-undecene was added at room temperature, followed by stirring at 80°C for 6 hours. After the stirring was completed, the solvent was distilled off under reduced pressure. The obtained residue was dissolved in 50 ml of ethyl acetate, and 35 ml of 1 mol/L hydrochloric acid and 15 ml of water were added under ice cooling, and then the organic layer and the aqueous layer were separated. The obtained aqueous layer was extracted with ethyl acetate (50 ml x 2). The obtained organic layers were combined, dehydrated and dried in the order of saturated brine and anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure to obtain 2.6 g of a crude product of the target product as brown amorphous. This was used next without further purification.

¹H NMR: ¹ H NMR:

δ7.10-7.50 (m, 7H), 7.02 (dd, J=9.0, 2.5Hz, 1H), 5.97 (brs, 1H), δ7.10-7.50 (m, 7H), 7.02 (dd, J=9.0, 2.5Hz, 1H), 5.97 (brs, 1H),

5.12 (s, 2H), 3.75 (s, 3H), 2.35 (s, 3H).5.12 (s, 2H), 3.75 (s, 3H), 2.35 (s, 3H).

공정5: 4-(6-(벤질옥시)-2-브로모벤조[b]티오펜-3-일)-5-메톡시-2,6-디메틸피리다진-3(2H)-온의 합성Step 5: Synthesis of 4-(6-(benzyloxy)-2-bromobenzo[b]thiophen-3-yl)-5-methoxy-2,6-dimethylpyridazin-3(2H)-one

4-(6-(벤질옥시)-2-브로모벤조[b]티오펜-3-일)-5-하이드록시-2,6-디메틸피리다진-3(2H)-온 2.6g과, N,N-디메틸포름아미드 10ml의 혼합용액에, 탄산칼륨 2.4g 및 요오도메탄 1.6g을 첨가하였다. 첨가종료 후, 실온에서 18시간 교반하였다. 교반종료 후, 반응혼합물에 물 50ml를 첨가하고, 아세트산에틸 50ml로 추출하였다. 얻어진 유기층을 포화식염수·무수황산나트륨의 순으로 탈수·건조하고, 감압하에서 용매를 유거하였다. 얻어진 잔류물을 실리카겔 크로마토그래피(아세트산에틸:n-헥산=5:95~25:75의 그래디언트)로 정제하여, 목적물 1.8g을 담황색 고체로서 얻었다.2.6 g of 4-(6-(benzyloxy)-2-bromobenzo[b]thiophen-3-yl)-5-hydroxy-2,6-dimethylpyridazin-3(2H)-one, N , To a mixed solution of 10 ml of N-dimethylformamide, 2.4 g of potassium carbonate and 1.6 g of iodomethane were added. After completion of the addition, the mixture was stirred at room temperature for 18 hours. After the stirring was completed, 50 ml of water was added to the reaction mixture, and the mixture was extracted with 50 ml of ethyl acetate. The obtained organic layer was dehydrated and dried in the order of saturated brine and anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure. The obtained residue was purified by silica gel chromatography (ethyl acetate:n-hexane = 5:95 to 25:75 gradient) to obtain 1.8 g of the target substance as a pale yellow solid.

융점: 167-169℃Melting Point: 167-169℃

¹H NMR: ¹ H NMR:

δ7.25-7.50 (m, 7H), 7.04 (dd, J=8.9, 2.4Hz, 1H), 5.11 (s, 2H),δ7.25-7.50 (m, 7H), 7.04 (dd, J=8.9, 2.4Hz, 1H), 5.11 (s, 2H),

3.75 (s, 3H), 3.43 (s, 3H), 2.32 (s, 3H).3.75 (s, 3H), 3.43 (s, 3H), 2.32 (s, 3H).

공정6: 4-(6-(벤질옥시)-2-(2-메톡시페닐)벤조[b]티오펜-3-일)-5-메톡시-2,6-디메틸피리다진-3(2H)-온의 합성Step 6: 4-(6-(benzyloxy)-2-(2-methoxyphenyl)benzo[b]thiophen-3-yl)-5-methoxy-2,6-dimethylpyridazine-3(2H )-one synthesis

4-(6-(벤질옥시)-2-브로모벤조[b]티오펜-3-일)-5-메톡시-2,6-디메틸피리다진-3(2H)-온 1.2g 및 톨루엔 15ml의 혼합용액에, 인산칼륨 2.5g, (2-메톡시페닐)보론산 1.2g 및 테트라키스(트리페닐포스핀)팔라듐 450mg을 첨가하였다. 첨가종료 후, 반응용기 내를 질소가스로 치환하였다. 치환종료 후, 반응혼합물을 100℃에서 질소분위기하 2시간 교반하였다. 교반종료 후, 불용물을 셀라이트 여과하였다. 얻어진 여액을 감압하에서 농축하였다. 얻어진 잔류물을 실리카겔 크로마토그래피(아세트산에틸:n-헥산=10:90~50:50의 그래디언트)로 정제하여, 목적물 1.9g을 암적색 아모퍼스로서 얻었다.1.2 g 4-(6-(benzyloxy)-2-bromobenzo[b]thiophen-3-yl)-5-methoxy-2,6-dimethylpyridazin-3(2H)-one and 15 ml toluene To the mixed solution of , 2.5 g of potassium phosphate, 1.2 g of (2-methoxyphenyl) boronic acid and 450 mg of tetrakis (triphenylphosphine) palladium were added. After completion of the addition, the inside of the reaction vessel was replaced with nitrogen gas. After completion of the substitution, the reaction mixture was stirred at 100° C. under a nitrogen atmosphere for 2 hours. After the stirring was completed, the insoluble matter was filtered through Celite. The obtained filtrate was concentrated under reduced pressure. The obtained residue was purified by silica gel chromatography (ethyl acetate:n-hexane = 10:90-50:50 gradient) to obtain 1.9 g of the target substance as dark red amorphous.

¹H NMR: ¹ H NMR:

δ7.28-7.48 (m, 9H), 7.04-7.10 (m, 1H), 6.68-7.02 (m, 2H),δ7.28-7.48 (m, 9H), 7.04-7.10 (m, 1H), 6.68-7.02 (m, 2H),

5.14 (s, 2H), 3.74 (s, 3H), 3.70 (s, 3H), 3.37 (s, 3H),5.14 (s, 2H), 3.74 (s, 3H), 3.70 (s, 3H), 3.37 (s, 3H),

2.10 (s, 3H).2.10 (s, 3H).

공정7: 4-(6-하이드록시-2-(2-메톡시페닐)벤조[b]티오펜-3-일)-5-메톡시-2,6-디메틸피리다진-3(2H)-온(화합물 No.3-172)의 합성Step 7: 4-(6-hydroxy-2-(2-methoxyphenyl)benzo[b]thiophen-3-yl)-5-methoxy-2,6-dimethylpyridazine-3(2H)- Synthesis of On (Compound No.3-172)

4-(6-(벤질옥시)-2-(2-메톡시페닐)벤조[b]티오펜-3-일)-5-메톡시-2,6-디메틸피리다진-3(2H)-온 1.9g과 메탄올 40ml 및 테트라하이드로푸란 20ml의 혼합액에, 5% 팔라듐탄소(엔·이 켐캣트사제, STD타입, 50% 함수품) 1.9g을 첨가하였다. 첨가종료 후, 반응용기 내를 질소가스로 치환하였다. 치환종료 후, 반응용기 내를 수소가스로 치환하였다. 치환종료 후, 반응혼합물을 실온에서, 48시간 교반하였다. 교반종료 후, 셀라이트를 이용하여 팔라듐탄소를 여별하고, 여물을 클로로포름 100ml로 세정하였다. 감압하에서, 얻어진 여액으로부터 용매를 유거하여, 목적물 1.5g을 담황색 고체로서 얻었다.4-(6-(benzyloxy)-2-(2-methoxyphenyl)benzo[b]thiophen-3-yl)-5-methoxy-2,6-dimethylpyridazin-3(2H)-one To a mixture of 1.9 g, 40 ml of methanol, and 20 ml of tetrahydrofuran, 1.9 g of 5% palladium carbon (N·E Chemcat, STD type, 50% water-containing product) was added. After completion of the addition, the inside of the reaction vessel was replaced with nitrogen gas. After completion of the replacement, the inside of the reaction vessel was replaced with hydrogen gas. After completion of the substitution, the reaction mixture was stirred at room temperature for 48 hours. After the stirring was completed, palladium carbon was filtered off using Celite, and the filtrate was washed with 100 ml of chloroform. The solvent was distilled off from the obtained filtrate under reduced pressure to obtain 1.5 g of the target substance as a pale yellow solid.

¹H NMR: ¹ H NMR:

δ7.74 (s, 1H), 7.27-7.40 (m, 2H), 7.03-7.11 (m, 1H),δ7.74 (s, 1H), 7.27-7.40 (m, 2H), 7.03-7.11 (m, 1H),

6.82-6.99 (m, 2H), 6.68-6.73 (m, 1H), 6.56-6.61 (m, 1H), 6.82-6.99 (m, 2H), 6.68-6.73 (m, 1H), 6.56-6.61 (m, 1H),

3.81 (s, 3H), 3.71 (s, 3H), 3.45 (s, 3H), 2.13 (s, 3H).3.81 (s, 3H), 3.71 (s, 3H), 3.45 (s, 3H), 2.13 (s, 3H).

공정8: 5-메톡시-4-(2-(2-메톡시페닐)-6-(2,2,2-트리플루오로에톡시)벤조[b]티오펜-3-일)-2,6-디메틸피리다진-3(2H)-온(화합물 No.3-117)의 합성Step 8: 5-methoxy-4-(2-(2-methoxyphenyl)-6-(2,2,2-trifluoroethoxy)benzo[b]thiophen-3-yl)-2, Synthesis of 6-dimethylpyridazin-3(2H)-one (Compound No.3-117)

4-(6-하이드록시-2-(2-메톡시페닐)벤조[b]티오펜-3-일)-5-메톡시-2,6-디메틸피리다진-3(2H)-온 200mg 및 아세토니트릴 3ml의 혼합용액에, 탄산칼륨 200mg 및 트리플루오로메탄설폰산2,2,2-트리플루오로에틸 340mg을 실온에서 첨가하였다. 첨가종료 후, 반응혼합물을 실온에서 18시간 교반하였다. 교반종료 후, 불용물을 셀라이트 여과하고, 얻어진 여액을 감압하에서 농축하였다. 얻어진 잔류물을 실리카겔 크로마토그래피(아세트산에틸:n-헥산=5:95~25:75의 그래디언트)로 정제하여, 목적물 162mg을 무색 유상물로서 얻었다.200 mg of 4-(6-hydroxy-2-(2-methoxyphenyl)benzo[b]thiophen-3-yl)-5-methoxy-2,6-dimethylpyridazin-3(2H)-one and To a mixed solution of 3 ml of acetonitrile, 200 mg of potassium carbonate and 340 mg of 2,2,2-trifluoroethyl trifluoromethanesulfonic acid were added at room temperature. After completion of the addition, the reaction mixture was stirred at room temperature for 18 hours. After the stirring was completed, the insoluble matter was filtered through Celite, and the resulting filtrate was concentrated under reduced pressure. The obtained residue was purified by silica gel chromatography (ethyl acetate:n-hexane = 5:95 to 25:75 gradient) to obtain 162 mg of the target substance as a colorless oil.

¹H NMR: ¹ H NMR:

δ7.24-7.44 (m, 4H), 7.03 (dd, J=8.9, 2.4Hz, 1H), 6.83-6.95 (m, 2H), δ7.24-7.44 (m, 4H), 7.03 (dd, J=8.9, 2.4Hz, 1H), 6.83-6.95 (m, 2H),

4.40 (q, J=8.2Hz, 2H), 3.73 (s, 3H), 3.69 (s, 3H), 3.35 (s, 3H), 4.40 (q, J=8.2Hz, 2H), 3.73 (s, 3H), 3.69 (s, 3H), 3.35 (s, 3H),

2.09 (s, 3H).2.09 (s, 3H).

공정9: 5-하이드록시-4-(2-(2-메톡시페닐)-6-(2,2,2-트리플루오로에톡시)벤조[b]티오펜-3-일)-2,6-디메틸피리다진-3(2H)-온(화합물 No.3-116)의 합성Step 9: 5-hydroxy-4-(2-(2-methoxyphenyl)-6-(2,2,2-trifluoroethoxy)benzo[b]thiophen-3-yl)-2, Synthesis of 6-dimethylpyridazin-3(2H)-one (Compound No. 3-116)

5-메톡시-4-(2-(2-메톡시페닐)-6-(2,2,2-트리플루오로에톡시)벤조[b]티오펜-3-일)-2,6-디메틸피리다진-3(2H)-온 162mg 및 N-메틸-2-피롤리돈 3ml의 혼합용액에, 모르폴린 1ml를 실온에서 첨가하고, 100℃에서 3시간 교반하였다. 교반종료 후, 반응혼합물에, 빙랭하에서, 1mol/L 염산 20ml를 첨가하고, 아세트산에틸(30ml×2)로 추출하였다. 얻어진 유기층을 포화식염수·무수황산나트륨의 순으로 탈수·건조하고, 감압하에서 용매를 유거하였다. 얻어진 잔류물에 디이소프로필에테르 2ml를 첨가한 후, 석출한 고체를 여취하여, 목적물 19mg을 백색 고체로서 얻었다. 5-methoxy-4-(2-(2-methoxyphenyl)-6-(2,2,2-trifluoroethoxy)benzo[b]thiophen-3-yl)-2,6-dimethyl To a mixed solution of 162 mg of pyridazin-3(2H)-one and 3 ml of N-methyl-2-pyrrolidone, 1 ml of morpholine was added at room temperature, and the mixture was stirred at 100° C. for 3 hours. After completion of stirring, 20 ml of 1 mol/L hydrochloric acid was added to the reaction mixture under ice cooling, followed by extraction with ethyl acetate (30 ml x 2). The obtained organic layer was dehydrated and dried in the order of saturated brine and anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure. After adding 2 ml of diisopropyl ether to the obtained residue, the precipitated solid was filtered to obtain 19 mg of the target substance as a white solid.

융점: 216-218℃Melting Point: 216-218℃

¹H NMR: ¹ H NMR:

δ7.35-7.40 (m, 3H), 7.27-7.34 (m, 1H), 7.01-7.07 (m, 1H),δ7.35-7.40 (m, 3H), 7.27-7.34 (m, 1H), 7.01-7.07 (m, 1H),

6.91-6.99 (m, 2H), 4.42 (q, J=8.2Hz, 2H), 3.81 (s, 3H),6.91-6.99 (m, 2H), 4.42 (q, J=8.2Hz, 2H), 3.81 (s, 3H),

3.74 (s, 3H), 2.18 (s, 3H).3.74 (s, 3H), 2.18 (s, 3H).

〔합성예 11〕[Synthesis Example 11]

4-(7-클로로-6-메톡시-2-(2-메톡시페닐)벤조[b]티오펜-3-일)-5-하이드록시-2,6-디메틸피리다진-3-(2H)-온(화합물 No.7-001)의 합성 4-(7-Chloro-6-methoxy-2-(2-methoxyphenyl)benzo[b]thiophen-3-yl)-5-hydroxy-2,6-dimethylpyridazine-3-(2H Synthesis of )-one (Compound No. 7-001)

4-(6-메톡시-2-(2-메톡시페닐)벤조[b]티오펜-3-일)-5-하이드록시-2,6-디메틸피리다진-3-(2H)-온 100mg 및 N,N-디메틸포름아미드 3ml의 혼합용액에, 실온에서 N-클로로석신이미드 33mg을 첨가하였다. 첨가종료 후, 반응혼합물을 80℃에서 1시간 교반하였다. 교반종료 후, 빙랭하에서, 반응혼합물에 1mol/L 염산을 10ml첨가하고, 아세트산에틸 20ml로 추출하였다. 얻어진 유기층을 1mol/L 염산 5ml로 세정한 후, 포화식염수 및 무수황산나트륨으로 탈수·건조하고, 감압하에서 용매를 유거하였다. 얻어진 잔류물을, 실리카겔 크로마토그래피(아세트산에틸:n-헥산=5:95~30:70의 그래디언트)로 정제하여, 목적물 75mg을 백색 고체로서 얻었다.4-(6-methoxy-2-(2-methoxyphenyl)benzo[b]thiophen-3-yl)-5-hydroxy-2,6-dimethylpyridazin-3-(2H)-one 100mg And to a mixed solution of 3 ml of N,N-dimethylformamide, 33 mg of N-chlorosuccinimide was added at room temperature. After completion of the addition, the reaction mixture was stirred at 80° C. for 1 hour. After completion of stirring, 10 ml of 1 mol/L hydrochloric acid was added to the reaction mixture under ice cooling, followed by extraction with 20 ml of ethyl acetate. The obtained organic layer was washed with 5 ml of 1 mol/L hydrochloric acid, dehydrated and dried with saturated brine and anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure. The obtained residue was purified by silica gel chromatography (ethyl acetate:n-hexane = 5:95-30:70 gradient) to obtain 75 mg of the target substance as a white solid.

융점: 229-231℃Melting Point: 229-231℃

¹H NMR: ¹ H NMR:

δ7.25-7.40 (m, 3H), 7.06 (d, J=8.5Hz, 1H), 6.90-7.00 (m, 2H), δ7.25-7.40 (m, 3H), 7.06 (d, J=8.5Hz, 1H), 6.90-7.00 (m, 2H),

6.45 (brs, 1H), 3.97 (s, 3H), 3.82 (s, 3H), 3.73 (s, 3H),6.45 (brs, 1H), 3.97 (s, 3H), 3.82 (s, 3H), 3.73 (s, 3H),

2.17 (s, 3H).2.17 (s, 3H).

〔합성예 12〕[Synthesis Example 12]

5-하이드록시-4-(2-(4-(2-메톡시에톡시)페닐)벤조푸란-3-일)-2,6-디메틸피리다진-3-(2H)-온(화합물 No.8-007)의 합성5-hydroxy-4-(2-(4-(2-methoxyethoxy)phenyl)benzofuran-3-yl)-2,6-dimethylpyridazin-3-(2H)-one (Compound No. 8-007) synthesis

공정1: 4-(2-(4-(벤질옥시)페닐)벤조푸란-3-일)-5-메톡시-2,6-디메틸피리다진-3-(2H)-온의 합성Step 1: Synthesis of 4-(2-(4-(benzyloxy)phenyl)benzofuran-3-yl)-5-methoxy-2,6-dimethylpyridazin-3-(2H)-one

4-(2-브로모벤조푸란-3-일)-5-메톡시-2,6-디메틸피리다진-3-(2H)-온 890mg 및 톨루엔 20ml의 혼합용액에, 실온에서, p-벤질옥시페닐보론산 872mg, 인산칼륨 1.6g 및 테트라키스(트리페닐포스핀)팔라듐 294mg을 첨가하였다. 첨가종료 후, 반응용기 내를 질소가스로 치환하였다. 치환종료 후, 반응혼합물을 110℃에서 질소분위기하 3시간 교반하였다. 교반종료 후, 불용물을 셀라이트 여과하고, 여물을 클로로포름으로 세정(10ml×2)하였다. 얻어진 여액을 감압하에서 농축하였다. 얻어진 잔류물을 실리카겔 크로마토그래피(아세트산에틸:n-헥산=5:95~25:75의 그래디언트)로 정제하여, 목적물 1.3g을 담황색 유상물로서 얻었다.To a mixed solution of 890 mg of 4-(2-bromobenzofuran-3-yl)-5-methoxy-2,6-dimethylpyridazin-3-(2H)-one and 20 ml of toluene, at room temperature, p-benzyl 872 mg of oxyphenylboronic acid, 1.6 g of potassium phosphate and 294 mg of tetrakis(triphenylphosphine)palladium were added. After completion of the addition, the inside of the reaction vessel was replaced with nitrogen gas. After completion of the substitution, the reaction mixture was stirred at 110° C. under a nitrogen atmosphere for 3 hours. After the stirring was completed, the insoluble matter was filtered through Celite, and the filtrate was washed with chloroform (10 ml x 2). The obtained filtrate was concentrated under reduced pressure. The obtained residue was purified by silica gel chromatography (ethyl acetate:n-hexane = 5:95 to 25:75 gradient) to obtain 1.3 g of the target substance as a pale yellow oil.

¹H NMR: ¹ H NMR:

δ7.60-7.70 (m, 2H), 7.20-7.55 (m, 9H), 6.95-7.05 (m, 2H),δ7.60-7.70 (m, 2H), 7.20-7.55 (m, 9H), 6.95-7.05 (m, 2H),

5.08 (s, 2H), 3.76 (s, 3H), 3.48 (s, 3H), 2.32 (s, 3H).5.08 (s, 2H), 3.76 (s, 3H), 3.48 (s, 3H), 2.32 (s, 3H).

공정2: 4-(2-(4-하이드록시페닐)벤조푸란-3-일)-5-메톡시-2,6-디메틸피리다진-3-(2H)-온(화합물 No.8-006)의 합성Step 2: 4-(2-(4-hydroxyphenyl)benzofuran-3-yl)-5-methoxy-2,6-dimethylpyridazin-3-(2H)-one (Compound No. 8-006 ) synthesis

10% 팔라듐탄소(엔·이 켐캣트사제, PE타입, 50% 함수품) 650mg을 테트라하이드로푸란 20ml에 현탁시키고, 실온에서, 4-(2-(4-(벤질옥시)페닐)벤조푸란-3-일)-5-메톡시-2,6-디메틸피리다진-3-(2H)-온 1.3g을 첨가하였다. 첨가종료 후, 반응용기 내를 질소가스로 치환하였다. 치환종료 후, 반응용기 내를 수소가스로 치환하였다. 치환종료 후, 반응혼합물을 실온에서 3시간 교반하였다. 교반종료 후, 불용물을 셀라이트 여과하고, 여물을 클로로포름으로 세정(20ml×2)하였다. 얻어진 여액을 감압하에서 농축하였다. 얻어진 잔류물에 디이소프로필에테르 40ml를 첨가한 후, 석출한 고체를 여취하여, 목적물 770mg을 백색 고체로서 얻었다.650 mg of 10% palladium carbon (manufactured by N E Chemcat, PE type, 50% water-containing product) was suspended in 20 ml of tetrahydrofuran, and at room temperature, 4-(2-(4-(benzyloxy)phenyl)benzofuran- 1.3 g of 3-yl)-5-methoxy-2,6-dimethylpyridazin-3-(2H)-one was added. After completion of the addition, the inside of the reaction vessel was replaced with nitrogen gas. After completion of the replacement, the inside of the reaction vessel was replaced with hydrogen gas. After completion of the substitution, the reaction mixture was stirred at room temperature for 3 hours. After the stirring was completed, the insoluble matter was filtered through Celite, and the filtrate was washed with chloroform (20 ml x 2). The obtained filtrate was concentrated under reduced pressure. After adding 40 ml of diisopropyl ether to the obtained residue, the precipitated solid was filtered to obtain 770 mg of the target substance as a white solid.

융점: 251-253℃Melting Point: 251-253℃

¹H NMR: ¹ H NMR:

δ7.10-7.55 (m, 6H), 6.55-6.60 (m, 2H), 3.82 (brs, 3H), 3.54 (s, 3H),δ7.10-7.55 (m, 6H), 6.55-6.60 (m, 2H), 3.82 (brs, 3H), 3.54 (s, 3H),

2.37 (brs, 3H).2.37 (brs, 3H).

공정3: 5-메톡시-4-(2-(4-(2-메톡시에톡시)페닐)벤조푸란-3-일)-2,6-디메틸피리다진-3-(2H)-온의 합성Step 3: 5-methoxy-4-(2-(4-(2-methoxyethoxy)phenyl)benzofuran-3-yl)-2,6-dimethylpyridazin-3-(2H)-one synthesis

4-(2-(4-하이드록시페닐)벤조푸란-3-일)-5-메톡시-2,6-디메틸피리다진-3-(2H)-온 150mg 및 아세토니트릴 3ml의 혼합용액에, 실온에서, 탄산칼륨 86mg 및 1-브로모-2-메톡시에탄 69mg을 첨가하였다. 첨가종료 후, 반응혼합물을 90℃에서 3시간 교반하였다. 교반종료 후, 반응혼합물에 물 5ml를 첨가하고, 아세트산에틸 10ml로 추출하였다. 얻어진 유기층을 포화식염수 및 무수황산나트륨으로 탈수·건조한 후, 감압하에서 용매를 유거하였다. 얻어진 잔류물을 실리카겔 칼럼크로마토그래피(아세트산에틸:n-헥산=5:95~30:70의 그래디언트)로 정제하여, 목적물 148mg을 무색 유상물로서 얻었다.In a mixed solution of 150 mg of 4-(2-(4-hydroxyphenyl)benzofuran-3-yl)-5-methoxy-2,6-dimethylpyridazin-3-(2H)-one and 3ml of acetonitrile, At room temperature, 86 mg of potassium carbonate and 69 mg of 1-bromo-2-methoxyethane were added. After completion of the addition, the reaction mixture was stirred at 90° C. for 3 hours. After the stirring was completed, 5 ml of water was added to the reaction mixture, and the mixture was extracted with 10 ml of ethyl acetate. The obtained organic layer was dehydrated and dried with saturated brine and anhydrous sodium sulfate, and then the solvent was distilled off under reduced pressure. The obtained residue was purified by silica gel column chromatography (ethyl acetate:n-hexane = 5:95-30:70 gradient) to obtain 148 mg of the target substance as a colorless oil.

¹H NMR: ¹ H NMR:

δ7.60-7.70 (m 2H), 7.50-7.55 (m, 1H), 7.15-7.35 (m, 3H),δ7.60-7.70 (m 2H), 7.50-7.55 (m, 1H), 7.15-7.35 (m, 3H),

6.90-7.00 (m, 2H), 4.10-4.20 (m, 2H), 3.70-3.80 (m, 5H), 6.90-7.00 (m, 2H), 4.10-4.20 (m, 2H), 3.70-3.80 (m, 5H),

3.48 (s, 3H), 3.46 (s, 3H), 2.32 (s, 3H).3.48 (s, 3H), 3.46 (s, 3H), 2.32 (s, 3H).

공정4: 5-하이드록시-4-(2-(4-(2-메톡시에톡시)페닐)벤조푸란-3-일)-2,6-디메틸피리다진-3-(2H)-온(화합물 No.8-007)의 합성Step 4: 5-hydroxy-4-(2-(4-(2-methoxyethoxy)phenyl)benzofuran-3-yl)-2,6-dimethylpyridazin-3-(2H)-one ( Synthesis of compound No.8-007)

5-메톡시-4-(2-(4-(2-메톡시에톡시)페닐)벤조푸란-3-일)-2,6-디메틸피리다진-3-(2H)-온 148mg 및 N-메틸-2-피롤리돈 1ml의 혼합용액에, 실온에서 모르폴린 1ml를 첨가하였다. 첨가종료 후, 반응용기 내를 질소가스로 치환하였다. 치환종료 후, 반응혼합물을 100℃에서 질소분위기하, 6시간 교반하였다. 교반종료 후, 빙랭하에서, 1mol/L 염산을 pH1이 될 때까지 첨가하고, 아세트산에틸 20ml로 추출하였다. 얻어진 유기층을 1mol/L 염산(5ml×2)으로 세정한 후, 포화식염수 및 무수황산나트륨으로 탈수·건조하였다. 감압하에서 용매를 유거한 후, 얻어진 잔류물을 실리카겔 크로마토그래피(아세트산에틸:n-헥산=20:80~75:25의 그래디언트)로 정제하여, 목적물 78mg을 백색 고체로서 얻었다.148 mg of 5-methoxy-4-(2-(4-(2-methoxyethoxy)phenyl)benzofuran-3-yl)-2,6-dimethylpyridazin-3-(2H)-one and N- To a mixed solution of 1 ml of methyl-2-pyrrolidone, 1 ml of morpholine was added at room temperature. After completion of the addition, the inside of the reaction vessel was replaced with nitrogen gas. After completion of the substitution, the reaction mixture was stirred at 100° C. under a nitrogen atmosphere for 6 hours. After completion of stirring, 1 mol/L hydrochloric acid was added under ice cooling until pH 1 was reached, and extraction was performed with 20 ml of ethyl acetate. The obtained organic layer was washed with 1 mol/L hydrochloric acid (5 ml x 2), then dehydrated and dried over saturated brine and anhydrous sodium sulfate. After the solvent was distilled off under reduced pressure, the obtained residue was purified by silica gel chromatography (ethyl acetate:n-hexane = 20:80 to 75:25 gradient) to obtain 78 mg of the target substance as a white solid.

융점: 214-216℃Melting Point: 214-216℃

¹H NMR: ¹ H NMR:

δ7.50-7.65 (m, 3H), 7.15-7.35 (m, 3H), 6.85-6.95 (m, 2H),δ7.50-7.65 (m, 3H), 7.15-7.35 (m, 3H), 6.85-6.95 (m, 2H),

5.96 (brs, 1H), 4.10-4.15 (m, 2H), 3.70-3.80 (m, 5H),5.96 (brs, 1H), 4.10-4.15 (m, 2H), 3.70-3.80 (m, 5H),

3.43 (s, 3H), 2.30 (s, 3H).3.43 (s, 3H), 2.30 (s, 3H).

〔합성예 13〕[Synthesis Example 13]

4-(5-플루오로-2-(4-메톡시페닐)벤조푸란-3-일)-5-하이드록시-2,6-디메틸피리다진-3(2H)-온(화합물 No.9-020)의 합성 4-(5-Fluoro-2-(4-methoxyphenyl)benzofuran-3-yl)-5-hydroxy-2,6-dimethylpyridazin-3(2H)-one (Compound No. 9- 020) synthesis

공정1: 5-(5-플루오로-2-(4-메톡시페닐)벤조푸란-3-일)-1,3-디메틸-6-옥소-1,6-디하이드로피리다진-4-일=(n-부티레이트)의 합성Step 1: 5-(5-fluoro-2-(4-methoxyphenyl)benzofuran-3-yl)-1,3-dimethyl-6-oxo-1,6-dihydropyridazin-4-yl Synthesis of =(n-butyrate)

5-(2-브로모-5-플루오로벤조푸란-3-일)-1,3-디메틸-6-옥소-1,6-디하이드로피리다진-4-일=(n-부티레이트) 160mg 및 톨루엔 6ml의 혼합용액에, 실온에서, p-메톡시페닐보론산 86mg, 인산칼륨 240mg 및 테트라키스(트리페닐포스핀)팔라듐 44mg을 첨가하였다. 첨가종료 후, 반응용기 내를 질소가스로 치환하였다. 치환종료 후, 반응혼합물을 110℃에서 질소분위기하 3시간 교반하였다. 교반종료 후, 불용물을 셀라이트 여과하고, 여물을 클로로포름으로 세정(10ml×2)하였다. 얻어진 여액을 감압하에서 농축한 후, 잔류물을 실리카겔 크로마토그래피(아세트산에틸:n-헥산=5:95~20:80의 그래디언트)로 정제하여, 목적물 53mg을 담황색 유상물로서 얻었다.160 mg 5-(2-bromo-5-fluorobenzofuran-3-yl)-1,3-dimethyl-6-oxo-1,6-dihydropyridazin-4-yl=(n-butyrate) and To a mixed solution of 6 ml of toluene, 86 mg of p-methoxyphenylboronic acid, 240 mg of potassium phosphate and 44 mg of tetrakis(triphenylphosphine)palladium were added at room temperature. After completion of the addition, the inside of the reaction vessel was replaced with nitrogen gas. After completion of the substitution, the reaction mixture was stirred at 110° C. under a nitrogen atmosphere for 3 hours. After the stirring was completed, the insoluble matter was filtered through Celite, and the filtrate was washed with chloroform (10 ml x 2). After the obtained filtrate was concentrated under reduced pressure, the residue was purified by silica gel chromatography (ethyl acetate:n-hexane = 5:95-20:80 gradient) to obtain 53 mg of the target substance as a pale yellow oil.

¹H NMR: ¹ H NMR:

δ7.65-7.75 (m, 2H), 7.35-7.45 (m, 1H), 6.85-7.05 (m, 4H), δ7.65-7.75 (m, 2H), 7.35-7.45 (m, 1H), 6.85-7.05 (m, 4H),

3.83 (s, 3H), 3.80 (s, 3H), 2.29 (s, 3H), 2.00-2.25 (m, 2H), 3.83 (s, 3H), 3.80 (s, 3H), 2.29 (s, 3H), 2.00-2.25 (m, 2H),

1.20-1.40 (m, 2H), 0.59 (t, J=7.5Hz, 3H).1.20-1.40 (m, 2H), 0.59 (t, J=7.5Hz, 3H).

공정2: 4-(5-플루오로-2-(4-메톡시페닐)벤조푸란-3-일)-5-하이드록시-2,6-디메틸피리다진-3(2H)-온(화합물 No.9-020)의 합성Step 2: 4-(5-Fluoro-2-(4-methoxyphenyl)benzofuran-3-yl)-5-hydroxy-2,6-dimethylpyridazin-3(2H)-one (Compound No. .9-020) synthesis

5-(5-플루오로-2-(4-메톡시페닐)벤조푸란-3-일)-1,3-디메틸-6-옥소-1,6-디하이드로피리다진-4-일=(n-부티레이트) 53mg 및 테트라하이드로푸란 2ml의 혼합용액에, 실온에서 수산화리튬 50mg의 물 1ml 용액을 첨가하였다. 첨가종료 후, 반응혼합물을 실온에서 1시간 교반하였다. 교반종료 후, 반응혼합물 중의 용매를 감압하에서 유거하였다. 얻어진 잔류물에, 35질량% 염산을 pH1이 될 때까지 첨가한 후, 석출한 고체를 여취하여, 목적물 39mg을 백색 고체로서 얻었다.5-(5-Fluoro-2-(4-methoxyphenyl)benzofuran-3-yl)-1,3-dimethyl-6-oxo-1,6-dihydropyridazin-4-yl=(n -Butyrate) 53 mg and tetrahydrofuran 2 ml were added to a mixed solution of 50 mg lithium hydroxide in 1 ml water at room temperature. After completion of the addition, the reaction mixture was stirred at room temperature for 1 hour. After completion of stirring, the solvent in the reaction mixture was distilled off under reduced pressure. After adding 35 mass % hydrochloric acid to the obtained residue until it became pH1, the precipitated solid was filtered and 39 mg of target substances were obtained as a white solid.

융점: 248-250℃Melting Point: 248-250℃

¹H NMR: ¹ H NMR:

δ7.60-7.70 (m, 2H), 7.40-7.50 (m, 1H), 6.85-7.05 (m, 4H), δ7.60-7.70 (m, 2H), 7.40-7.50 (m, 1H), 6.85-7.05 (m, 4H),

3.82 (s, 3H), 3.77 (s, 3H), 2.33 (s, 3H).3.82 (s, 3H), 3.77 (s, 3H), 2.33 (s, 3H).

본 발명 화합물은, 상기 제조법 및 실시예에 준하여 제조할 수 있다. 합성예 1 내지 합성예 13과 동일하게 제조한 본 발명 화합물에 포함되는 피리다지논 화합물을 제3표 내지 제13표에 나타내고, 추가로, 그들의 제조중간체의 예를 제14표에 나타내는데, 본 발명에 포함되는 피리다지논 화합물 및 그들의 중간체는 이들만으로 한정되는 것은 아니다.The compound of the present invention can be prepared according to the above preparation method and Examples. Tables 3 to 13 show the pyridazinone compounds contained in the compounds of the present invention prepared in the same manner as in Synthesis Examples 1 to 13, and Table 14 shows examples of their intermediates. The pyridazinone compounds and their intermediates included in are not limited thereto.

한편, 표 중, Me는 메틸을 나타내고, 마찬가지로 n-Pr 및 Pr-n은 노말프로필을, i-Pr 및 Pr-i는 이소프로필을, c-Pr 및 Pr-c는 시클로프로필을, n-Bu 및 Bu-n은 노말부틸을, i-Bu 및 Bu-i는 이소부틸을, t-Bu 및 Bu-t는 터셔리부틸을, n-Pen 및 Pen-n은 노말펜틸을, c-Pen 및 Pen-c는 시클로펜틸을, n-Hex 및 Hex-n은 노말헥실을, c-Hex 및 Hex-c는 시클로헥실을, Ph는 페닐을, Bn은 벤질을 각각 나타내고, 「=」의 표기는 이중결합을, 「≡」의 표기는 삼중결합을 나타낸다.In the table, Me represents methyl, similarly n-Pr and Pr-n represent normal propyl, i-Pr and Pr-i represent isopropyl, c-Pr and Pr-c represent cyclopropyl, and n- Bu and Bu-n are normal butyl, i-Bu and Bu-i are isobutyl, t-Bu and Bu-t are tertbutyl, n-Pen and Pen-n are normalpentyl, c-Pen and Pen-c represents cyclopentyl, n-Hex and Hex-n represent normalhexyl, c-Hex and Hex-c represent cyclohexyl, Ph represents phenyl, Bn represents benzyl, and “=” indicates a double bond, and “≡” indicates a triple bond.

표 중의 「m.p.」는 융점을 나타낸다. 또한 융점의 란에 있어서의 「*1」이란 기재는 화합물의 성상이 유상 또는 수지상이었던 것을 의미한다."m.p." in a table|surface shows melting|fusing point. In addition, description of "*1" in the column of melting|fusing point means that the property of a compound was an oily phase or a dendritic phase.

또한, 표 중, D-1, D-2, D-3, D-4, D-5, D-6, D-7, D-8, D-9, D-10, D-11, D-12, D-13, D-14, D-15, D-16, D-17, D-18, D-19a, D-20a, D-21a, D-22a, D-23, D-24a, D-25, D-26, D-27, D-28의 표기는 하기의 구조를 나타낸다.In addition, in the table, D-1, D-2, D-3, D-4, D-5, D-6, D-7, D-8, D-9, D-10, D-11, D -12, D-13, D-14, D-15, D-16, D-17, D-18, D-19a, D-20a, D-21a, D-22a, D-23, D-24a , D-25, D-26, D-27, and D-28 indicate the following structures.

[화학식 45][Formula 45]

표 중의 「(Y¹)」의 표기는, R³의 란에서 지정된 상기 D-1 내지 D-28 각각의 구조에 대응하여, (Y¹)_p7, (Y¹)_p6, (Y¹)_p5, (Y¹)_P4, (Y¹)_P3 또는 (Y¹)_p7의 의미를 나타낸다. 또한, 치환위치를 나타내는 번호는, 각각 상기의 구조식에 있어서 기재된 번호의 위치에 대응하는 것이다. 한편, [(Y¹)]의 란에 있어서의 「-」의 표기는, 비치환을 나타낸다.The notation of “(Y ¹ )” in the table corresponds to each structure of D-1 to D-28 specified in the column of ^{R 3} ^{, and (Y 1} ) _p7 , (Y ¹ ) _p6 , (Y ¹ ) _p5 , (Y ¹ ) _P4 , (Y ¹ ) _P3 or (Y ¹ ) _p7 represents the meaning. In addition, the number which shows a substitution position corresponds to the position of the number described in said structural formula, respectively. On the other hand, the notation of "-" in the column of ^{[(Y 1 )] represents unsubstituted.}

또한, 표 중의 U-1a~U-6a, Q-1, Q-2a~Q-4a, Q-17a, Q-17b 및 T-1-1~T-3의 표기는, 하기의 구조를 나타낸다.In addition, notations of U-1a to U-6a, Q-1, Q-2a to Q-4a, Q-17a, Q-17b and T-1-1 to T-3 in the table show the following structures. .

[화학식 46][Formula 46]

〔제3표〕[Table 3]

[화학식 47][Formula 47]

〔제4표〕[Table 4]

[화학식 48][Formula 48]

〔제5표〕[Table 5]

[화학식 49][Formula 49]

〔제6표〕[Table 6]

[화학식 50][Formula 50]

〔제7표〕[Table 7]

[화학식 51][Formula 51]

〔제8표〕[Table 8]

[화학식 52][Formula 52]

〔제9표〕[Table 9]

[화학식 53][Formula 53]

〔제10표〕[Table 10]

[화학식 54][Formula 54]

〔제11표〕[Table 11]

[화학식 55][Formula 55]

〔제12표〕[Table 12]

[화학식 56][Formula 56]

〔제13표〕[Table 13]

[화학식 57][Formula 57]

〔제14표〕[Table 14]

[화학식 58][Formula 58]

제3표 내지 제14표의 화합물 중, 표 중에 융점의 기재가 없는 화합물의 스펙트럼 데이터를 제15표에 나타낸다.Table 15 shows the spectral data of the compounds in Tables 3 to 14 for which no melting point is described in the table.

〔제15표〕[Table 15]

〔참고예 1〕[Reference Example 1]

4-(2-브로모벤조[b]티오펜-3-일)-5-메톡시-2,6-디메틸피리다진-3(2H)-온의 합성Synthesis of 4-(2-bromobenzo[b]thiophen-3-yl)-5-methoxy-2,6-dimethylpyridazin-3(2H)-one

공정1; 4-(벤조[b]티오펜-3-일)-5-메톡시-2,6-디메틸피리다진-3(2H)-온의 제조Process 1; Preparation of 4-(benzo[b]thiophen-3-yl)-5-methoxy-2,6-dimethylpyridazin-3(2H)-one

4-브로모-5-메톡시-2,6-디메틸피리다진-3(2H)-온 873mg 및 톨루엔 7.5ml의 혼합용액에, 실온에서 벤조[b]티오펜-3-보론산 1.00g, 인산칼륨 2.39g, 2-디시클로헥실포스피노-2’,6’-디이소프로폭시비페닐 350mg 및 아세트산팔라듐 84mg을 첨가하였다. 첨가종료 후, 반응용기 내의 공기를 질소가스로 치환하였다. 치환종료 후, 반응혼합물을, 90℃에서 4시간 교반하였다. 교반종료 후, 이 반응혼합물에 물 10ml, 아세트산에틸 10ml를 첨가하고, 불용물을 셀라이트 여과하고, 여물을 아세트산에틸으로 세정하였다(10ml×2). 얻어진 여액으로부터 유기층을 분리하여, 얻어진 유기층을 수세(10ml×1)한 후, 포화식염수 이어서 무수황산나트륨의 순으로 탈수·건조하고, 감압하에서 용매를 유거하였다. 얻어진 잔사를 아세트산에틸-n-헥산(5:95~20:80의 그래디언트)으로 용출하는 실리카겔 크로마토그래피로 정제하여, 목적물 1.05g을 황색 유상물로서 얻었다.In a mixed solution of 873 mg of 4-bromo-5-methoxy-2,6-dimethylpyridazin-3(2H)-one and 7.5 ml of toluene, 1.00 g of benzo[b]thiophene-3-boronic acid at room temperature; 2.39 g of potassium phosphate, 350 mg of 2-dicyclohexylphosphino-2',6'-diisopropoxybiphenyl and 84 mg of palladium acetate were added. After completion of the addition, the air in the reaction vessel was replaced with nitrogen gas. After completion of the substitution, the reaction mixture was stirred at 90 DEG C for 4 hours. After completion of stirring, 10 ml of water and 10 ml of ethyl acetate were added to the reaction mixture, the insoluble matter was filtered through Celite, and the filtrate was washed with ethyl acetate (10 ml×2). The organic layer was separated from the obtained filtrate, and the obtained organic layer was washed with water (10 ml x 1), then dehydrated and dried with saturated brine and anhydrous sodium sulfate in that order, and the solvent was distilled off under reduced pressure. The obtained residue was purified by silica gel chromatography eluting with ethyl acetate-n-hexane (gradient of 5:95 to 20:80) to obtain 1.05 g of the target substance as a yellow oil.

¹H NMR: ¹ H NMR:

δ7.80-7.90 (m, 1H), 7.61 (s, 1H), 7.50-7.55 (m, 1H), δ7.80-7.90 (m, 1H), 7.61 (s, 1H), 7.50-7.55 (m, 1H),

7.30-7.40 (m, 2H), 3.75 (s, 3H), 3.26 (s, 3H), 2.31 (s, 3H).7.30-7.40 (m, 2H), 3.75 (s, 3H), 3.26 (s, 3H), 2.31 (s, 3H).

공정2; 4-(2-브로모벤조[b]티오펜-3-일)-5-메톡시-2,6-디메틸피리다진-3(2H)-온의 제조process 2; Preparation of 4-(2-bromobenzo[b]thiophen-3-yl)-5-methoxy-2,6-dimethylpyridazin-3(2H)-one

4-(벤조[b]티오펜-3-일)-5-메톡시-2,6-디메틸피리다진-3(2H)-온 1.0g 및 N,N-디메틸포름아미드 5ml의 혼합용액에, 실온에서 N-브로모석신이미드 746mg을 첨가하였다. 첨가종료 후, 반응혼합물을 80℃에서 2시간 교반하였다. 교반종료 후, 반응혼합물에 1mol/L수산화나트륨수용액 20ml를 첨가하고, 디에틸에테르 60ml로 추출하였다. 얻어진 유기층을 수세(10ml×1)한 후, 포화식염수·무수황산나트륨의 순으로 탈수·건조하고, 감압하에서 용매를 유거하였다. 얻어진 잔사를 아세트산에틸-n-헥산(2:98~20:80의 그래디언트)으로 용출하는 실리카겔 칼럼크로마토그래피로 정제하여, 목적물 962mg을 백색 고체로서 얻었다.In a mixed solution of 1.0 g of 4-(benzo[b]thiophen-3-yl)-5-methoxy-2,6-dimethylpyridazin-3(2H)-one and 5ml of N,N-dimethylformamide, 746 mg of N-bromosuccinimide was added at room temperature. After completion of the addition, the reaction mixture was stirred at 80° C. for 2 hours. After stirring, 20 ml of a 1 mol/L aqueous sodium hydroxide solution was added to the reaction mixture, and the mixture was extracted with 60 ml of diethyl ether. The obtained organic layer was washed with water (10 ml x 1), dehydrated and dried in the order of saturated brine and anhydrous sodium sulfate, and the solvent was distilled off under reduced pressure. The obtained residue was purified by silica gel column chromatography eluting with ethyl acetate-n-hexane (gradient of 2:98 to 20:80) to obtain 962 mg of the target substance as a white solid.

융점 250~252℃Melting point 250~252℃

¹H NMR: ¹ H NMR:

δ7.70-7.80 (m, 1H), 7.30-7.45 (m, 3H), 3.77 (s, 3H), 3.42 (s, 3H), δ7.70-7.80 (m, 1H), 7.30-7.45 (m, 3H), 3.77 (s, 3H), 3.42 (s, 3H),

2.34 (s, 3H).2.34 (s, 3H).

〔참고예 2〕[Reference Example 2]

2-(5-플루오로벤조[b]티오펜-3-일)아세트산의 제조Preparation of 2-(5-fluorobenzo[b]thiophen-3-yl)acetic acid

공정1: 2-(5-플루오로벤조[b]티오펜-3-일)아세트산에틸의 합성Step 1: Synthesis of 2-(5-fluorobenzo[b]thiophen-3-yl)ethyl acetate

탄산칼륨 32.3g, N,N-디메틸포름아미드 120ml 및 4-플루오로벤젠티올 25.0g의 혼합물을 빙랭하고, 빙랭하, 4-클로로아세토아세트산에틸을 1시간에 걸쳐 적하하였다. 적하종료 후, 반응혼합물을 빙랭하에서 1시간 교반하였다. 교반종료 후, 반응혼합물에 물 250ml를 첨가하고 톨루엔 200ml로 추출하였다. 얻어진 유기층을 물 100ml 및 포화염화암모늄수용액 50ml로 세정하고, 무수황산나트륨으로 탈수·건조한 후, 감압하에서 용매를 유거하고, 잔류물을 얻었다. 얻어진 잔류물을, 별도의 반응용기에서 조제한 삼염화알루미늄 78.0g과 1,2-디클로로에탄 200ml의 현탁액에, 빙랭하, 1시간에 걸쳐 적하하였다. 적하종료 후, 반응혼합물을 실온에서 16시간 교반하였다. 교반종료 후, 반응혼합물을 얼음 500ml 및 1,2-디클로로에탄 100ml의 혼합용액에 대하여 1시간에 걸쳐 적하하고, 적하종료 후, 반응혼합물을 실온에서 2시간 교반하였다. 교반종료 후, 반응혼합물로부터 유기층을 분리하였다. 얻어진 유기층을 물 200ml로 세정하고, 포화식염수 및 무수황산나트륨의 순으로 탈수·건조한 후, 분말상 활성탄 4.0g을 첨가하였다. 첨가종료 후, 현탁액을 실온에서 30분간 교반하였다. 교반종료 후, 불용물을 셀라이트 여과하고, 잔사를 클로로포름(50ml×2)으로 세정하였다. 감압하에서 용매를 유거하여, 목적물 32.5g을 갈색 유상물로서 얻었다. 이것은, 더 이상의 정제를 행하지 않고 다음에 이용하였다.A mixture of 32.3 g of potassium carbonate, 120 ml of N,N-dimethylformamide and 25.0 g of 4-fluorobenzenethiol was ice-cooled, and 4-chloroacetoacetate was added dropwise over 1 hour under ice cooling. After completion of the dropping, the reaction mixture was stirred under ice cooling for 1 hour. After the stirring was completed, 250 ml of water was added to the reaction mixture, and the mixture was extracted with 200 ml of toluene. The obtained organic layer was washed with 100 ml of water and 50 ml of a saturated aqueous ammonium chloride solution, dehydrated and dried over anhydrous sodium sulfate, and then the solvent was distilled off under reduced pressure to obtain a residue. The obtained residue was added dropwise to a suspension of 78.0 g of aluminum trichloride and 200 ml of 1,2-dichloroethane prepared in a separate reaction vessel under ice cooling over 1 hour. After completion of the dropping, the reaction mixture was stirred at room temperature for 16 hours. After the stirring was completed, the reaction mixture was added dropwise to a mixed solution of 500 ml of ice and 100 ml of 1,2-dichloroethane over 1 hour, and after completion of the dropping, the reaction mixture was stirred at room temperature for 2 hours. After completion of stirring, the organic layer was separated from the reaction mixture. The obtained organic layer was washed with 200 ml of water, dehydrated and dried in the order of saturated brine and anhydrous sodium sulfate, and then 4.0 g of powdery activated carbon was added. After completion of the addition, the suspension was stirred at room temperature for 30 minutes. After the stirring was completed, the insoluble matter was filtered through Celite, and the residue was washed with chloroform (50 ml x 2). The solvent was distilled off under reduced pressure to obtain 32.5 g of the target substance as a brown oil. This was used next without further purification.

¹H NMR: ¹ H NMR:

δ7.77 (dd, J=8.9, 4.9Hz, 1H), 7.40-7.50 (m, 2H), δ7.77 (dd, J=8.9, 4.9Hz, 1H), 7.40-7.50 (m, 2H),

7.12 (ddd, 8.9, 8.9, 2.5Hz, 1H), 4.18 (q, J=7.2Hz, 2H), 7.12 (ddd, 8.9, 8.9, 2.5Hz, 1H), 4.18 (q, J=7.2Hz, 2H),

3.81 (s, 2H), 1.27 (t, J=7.2Hz, 3H).3.81 (s, 2H), 1.27 (t, J=7.2Hz, 3H).

공정2: 2-(5-플루오로벤조[b]티오펜-3-일)아세트산의 합성Step 2: Synthesis of 2-(5-fluorobenzo[b]thiophen-3-yl)acetic acid

2-(5-플루오로벤조[b]티오펜-3-일)아세트산에틸 32.5g, 테트라하이드로푸란 150ml 및 에탄올 50ml의 혼합용액에, 수산화칼륨 13.5g의 물 100ml 용액을 실온에서 첨가하였다. 첨가종료 후, 반응혼합물을 실온에서 18시간 교반하였다. 교반종료 후, 반응혼합물 중의 용매를 감압하에서 유거하고, 얻어진 잔류물에 물 100ml를 첨가하였다. 얻어진 혼합용액을 톨루엔 100ml 및 헥산 50ml로 순차 세정하였다. 세정종료 후, 혼합용액에, 빙랭하, 35질량% 염산을 pH1이 될 때까지 첨가하고, 석출한 고체를 여취하였다. 얻어진 고체를, 물(50ml×2)로 세정하여, 목적물 27.5g을 백색 고체로서 얻었다.To a mixed solution of 32.5 g of 2-(5-fluorobenzo[b]thiophen-3-yl)ethyl acetate, 150 ml of tetrahydrofuran, and 50 ml of ethanol, a solution of 13.5 g of potassium hydroxide in 100 ml of water was added at room temperature. After completion of the addition, the reaction mixture was stirred at room temperature for 18 hours. After the stirring was completed, the solvent in the reaction mixture was distilled off under reduced pressure, and 100 ml of water was added to the obtained residue. The obtained mixed solution was sequentially washed with 100 ml of toluene and 50 ml of hexane. After the washing was completed, 35% by mass hydrochloric acid was added to the mixed solution under ice cooling until it became pH 1, and the precipitated solid was filtered off. The obtained solid was washed with water (50 ml x 2) to obtain 27.5 g of the target substance as a white solid.

융점: 106-108℃Melting Point: 106-108℃

¹H NMR: ¹ H NMR:

δ7.77 (dd, J=9.00, 4.9Hz, 1H), 7.45 (s, 1H), δ7.77 (dd, J=9.00, 4.9Hz, 1H), 7.45 (s, 1H),

7.41 (dd, J=9.4, 2.5Hz, 1H), 7.12 (ddd, J=8.8, 8.8, 2.5Hz, 1H), 7.41 (dd, J=9.4, 2.5Hz, 1H), 7.12 (ddd, J=8.8, 8.8, 2.5Hz, 1H),

3.85 (s, 2H).3.85 (s, 2H).

시험예 test example

다음에, 본 발명 화합물의 제초제로서의 유용성에 대해서, 이하의 시험예에 있어서 구체적으로 설명하는데, 본 발명은 이들만으로 한정되는 것은 아니다.Next, the usefulness of the compound of the present invention as a herbicide will be specifically described in the following Test Examples, but the present invention is not limited thereto.

〔시험예 1〕 담수조건에 있어서의 잡초 발생 전 처리에 의한 제초효과시험[Test Example 1] Weed effect test by treatment before weeds in freshwater conditions

1/10000아르의 와그너포트에 충적토양을 넣은 후, 물을 넣어 혼화하고, 수심 4cm의 담수조건으로 하였다. 강피, 올챙이고랭이 및 물달개비의 종자를 상기 컵에 혼파(混播)한 후, 2.5엽기의 벼모종을 이식하였다. 파종 당일, 배합예 2에 준하여 조제한 본 발명 화합물의 유제를 소정의 약량이 되도록 물로 희석하고, 수면에 처리하였다. 컵을 25 내지 30℃의 온실 내에 두고 식물을 육성하고, 약제처리 3주간 후에, 각종 식물에 대한 영향을 하기의 판정기준에 따라 조사하였다. 결과를 제16표에 나타낸다.After putting alluvial soil in a Wagner pot of 1/10000 are, water was added to mix it, and fresh water conditions were made at a depth of 4 cm. After the seeds of black ragweed, tadpole gorse and mulberry were mixed in the cup, rice seedlings of 2.5 leaf stage were transplanted. On the day of sowing, the emulsion of the compound of the present invention prepared according to Formulation Example 2 was diluted with water to a predetermined amount and treated on the water surface. The cups were placed in a greenhouse at 25 to 30° C. to grow plants, and after 3 weeks of drug treatment, the effects on various plants were investigated according to the following criteria. The results are shown in Table 16.

판정기준Criteria

5…살초율 90% 이상(거의 완전 고사)5… More than 90% killing rate (almost complete extinction)

4…살초율 70% 이상 90% 미만4… Killing rate 70% or more and less than 90%

3…살초율 40% 이상 70% 미만3… Killing rate of 40% or more and less than 70%

2…살초율 20% 이상 40% 미만2… Weeding rate 20% or more and less than 40%

1…살초율 5% 이상 20% 미만One… Weeding rate 5% or more and less than 20%

0…살초율 5% 이하(거의 효력 없음)0… Less than 5% killing rate (almost ineffective)

〔시험예 2〕 담수조건에 있어서의 잡초생육기 처리에 의한 제초효과시험[Test Example 2] Herbicidal effect test by weed growth stage treatment in freshwater conditions

1/10000아르의 와그너포트에 충적토양을 넣은 후, 물을 넣어 혼화하고, 수심 4cm의 담수조건으로 하였다. 강피, 올챙이고랭이 및 물달개비의 종자를 상기 컵에 혼파하고, 25 내지 30℃의 온실 내에 두고 식물을 육성하였다. 강피, 올챙이고랭이 및 물달개비가 1 내지 2엽기에 도달했을 때, 배합예 2에 준하여 조제한 본 발명 화합물의 유제를 소정의 약량이 되도록 물로 희석하고, 수면에 처리하였다. 약제처리 3주간 후에, 각종 식물에 대한 영향을 시험예 1의 판정기준에 따라 조사하였다. 결과를 제17표에 나타낸다.After putting alluvial soil in a Wagner pot of 1/10000 are, add water to mix, and fresh water conditions were made at a depth of 4 cm. The seeds of black ragweed, tadpole gorse, and water lily were mixed in the cup, and the plants were grown in a greenhouse at 25 to 30°C. When the blackcurrants, tadpoles and scallops reached the first and second leaf stages, the emulsion of the compound of the present invention prepared according to Formulation Example 2 was diluted with water to a predetermined amount and treated on the water surface. After 3 weeks of drug treatment, the effect on various plants was investigated according to the criterion of Test Example 1. The results are shown in Table 17.

〔시험예 3〕 경엽처리에 의한 제초효과시험[Test Example 3] Herbicide effect test by foliage treatment

1/10000아르의 와그너포트에 충적토양을 넣은 후, 물을 넣어 혼화하고, 수심 0.1 내지 0.5cm의 조건으로 하였다. 돌피, 드렁새, 참방동사니 및 벼의 종자를 파종하고, 25 내지 30℃의 온실 내에 두고 식물을 육성하였다. 14일간 육성한 후, 배합예 2에 준하여 조제한 본 발명 화합물의 유제를 소정의 약량이 되도록 물로 희석하고, 경엽부에 소형 스프레이로 균일하게 처리하였다. 약제처리 3주간 후에, 각종 식물에 대한 영향을 시험예 1의 판정기준에 따라 조사하였다. 결과를 제18표에 나타낸다.After putting alluvial soil in a Wagner pot of 1/10000 are, water was added to mix it, and it was set as the condition of the water depth of 0.1-0.5 cm. The seeds of dolphins, dung beetles, chambang ferns and rice were sown, and the plants were grown in a greenhouse at 25 to 30°C. After 14 days of growth, the emulsion of the compound of the present invention prepared according to Formulation Example 2 was diluted with water to a predetermined amount, and the foliage was uniformly treated with a small spray. After 3 weeks of drug treatment, the effect on various plants was investigated according to the criterion of Test Example 1. The results are shown in Table 18.

〔시험예 4〕 토양처리에 의한 제초효과시험[Test Example 4] Weeding effect test by soil treatment

세로 21cm, 가로 13cm, 깊이 7cm의 플라스틱제 상자에 살균한 홍적토양을 넣고, 바랭이, 강아지풀, 돌피, 메귀리, 블랙그래스, 이탈리안라이그래스, 윈드그래스, 어저귀, 털비름, 흰명아주, 별꽃, 갈퀴덩굴, 큰개불알풀, 옥수수, 대두, 벼, 밀, 비트 및 유채씨의 종자를 각각 스팟상으로 파종하고, 약 1.5cm 복토하였다. 이어서 배합예 2에 준하여 조제한 본 발명 화합물의 유제를 소정의 약량이 되도록 물로 희석하고, 토양표면에 소형 스프레이로 균일하게 처리하였다. 플라스틱제 상자를 25 내지 30℃의 온실 내에 두고 식물을 육성하고, 약제처리 3주간 후에, 각종 식물에 대한 영향을 시험예 1의 판정기준에 따라 조사하였다. 결과를 제19표에 나타낸다.Put sterilized red soil in a plastic box with a height of 21cm, a width of 13cm, and a depth of 7cm Seeds of vines, champignons, corn, soybeans, rice, wheat, beets and rapeseed were sown in a spot shape, respectively, and the soil was covered by about 1.5 cm. Next, the emulsion of the compound of the present invention prepared according to Formulation Example 2 was diluted with water to a predetermined amount, and the soil surface was uniformly treated with a small spray. Plants were grown by placing a plastic box in a greenhouse at 25 to 30° C., and after 3 weeks of drug treatment, the effects on various plants were investigated according to the criterion of Test Example 1. The results are shown in Table 19.

〔시험예 5〕 경엽처리에 의한 제초효과시험[Test Example 5] Herbicide effect test by foliage treatment

세로 21cm, 가로 13cm, 깊이 7cm의 플라스틱제 상자에 살균한 홍적토양을 넣고, 바랭이, 강아지풀, 돌피, 메귀리, 블랙그래스, 이탈리안라이그래스, 윈드그래스, 어저귀, 털비름, 흰명아주, 별꽃, 갈퀴덩굴, 큰개불알풀, 옥수수, 대두, 벼, 밀, 비트 및 유채씨의 종자를 각각 스팟상으로 파종하고, 약 1.5cm 복토한 후, 25 내지 30℃의 온실 내에 두고 식물을 육성하였다. 14일간 육성한 후, 배합예 2에 준하여 조제한 본 발명 화합물의 유제를 소정의 약량이 되도록 물로 희석하고, 경엽부에 소형 스프레이로 균일하게 처리하였다. 약제처리 3주간 후에, 각종 식물에 대한 영향을 시험예 1의 판정기준에 따라 조사하였다. 결과를 제20표에 나타낸다.Put sterilized red soil in a plastic box with a height of 21cm, a width of 13cm, and a depth of 7cm Seeds of vines, champignons, corn, soybeans, rice, wheat, beets and rapeseed were each sown in a spot shape, covered by about 1.5 cm, and placed in a greenhouse at 25 to 30° C. to grow plants. After 14 days of growth, the emulsion of the compound of the present invention prepared according to Formulation Example 2 was diluted with water to a predetermined amount, and the foliage was uniformly treated with a small spray. After 3 weeks of drug treatment, the effect on various plants was investigated according to the criterion of Test Example 1. The results are shown in Table 20.

한편, 제16표 내지 제20표 중의 기호는 이하의 의미를 나타낸다.In addition, the symbols in Tables 16-20 show the following meanings.

A: 강피, B: 올챙이고랭이, C: 물달개비, D: 드렁새, E: 참방동사니, F: 바랭이, G: 강아지풀, H: 돌피, I: 메귀리, J: 블랙그래스, K: 이탈리안라이그래스, L: 윈드그래스, M: 어저귀, N: 털비름, O: 흰명아주, P: 별꽃, Q: 갈퀴덩굴, R: 큰개불알풀, a: 이식벼, b: 직파벼, c: 옥수수, d: 대두, e: 밀, f: 비트, g: 유채씨A: Ragweed, B: Tadpole gorgon, C: Waterfly, D: Duckweed, E: Chambang sardinus, F: Yellowtail, G: Foxtail, H: Dolphin, I: Sea buckthorn, J: Blackgrass, K: Italian Ryegrass, L: Windgrass, M: Elephant, N: Hairy fern, O: White quince, P: Star flower, Q: Rake vine, R: Common sagebrush, a: Transplanted rice, b: Directly planted rice, c: Corn , d: soybean, e: wheat, f: beet, g: rapeseed

또한 처리약량(g/ha)이란, 1헥타르(1ha)당으로 환산했을 때에, 기재한 수치의 그램(g)수만큼 처리되도록 농도를 조제한 것을 나타낸다.In addition, the treatment amount (g/ha) indicates that the concentration is adjusted so that only the number of grams (g) of the stated numerical value is treated when converted to per 1 hectare (1 ha).

〔제16표〕[Table 16]

〔제17표〕[Table 17]

〔제18표〕[Table 18]

〔제19표〕[Vote 19]

〔제20표〕[Table 20]

산업상 이용가능성Industrial Applicability

본 발명의 피리다지논 화합물은 신규한 화합물이며, 벼용, 옥수수용, 대두용, 보리용, 비트용 및 유채용의 선택성 제초제로서 매우 유용하다.The pyridazinone compound of the present invention is a novel compound and is very useful as a selective herbicide for rice, corn, soybean, barley, beet and rapeseed.

Claims

Equation (1):
[Formula 1]

[Wherein, W ¹ represents an oxygen atom or a sulfur atom,
X represents an oxygen atom or a sulfur atom,
Z ¹ is a halogen atom, C ₁ -C ₆ alkyl, C ₂ -C ₆ alkenyl, C ₂ -C ₆ alkynyl, C ₃ -C ₆ cycloalkyl, R ²² substituted with (C ₁ -C ₆ ) Alkyl, (C ₂ -C ₆ )alkynyl ^{substituted with R 19} , (C ₃ -C ₆ ^{)cycloalkyl substituted with R 44} , phenyl, (Z ⁴ ) _{phenyl substituted with p5c} , Q-2, Q- 3, Q-4, Q-5, Q-6, Q-7, Q-10, Q-11, Q-12, Q-13, -NR ¹⁵ R ¹⁶ , -OR ³⁵ , -S(O) _r1 R ³⁶ , -CN, -NO ₂ , -C(O)OH, -C(=W ³ )R ²⁰ or -N=C(C ₆ H ₅ ) _{2 When} n represents an integer of 2 or more , each Z ¹ may be the same as or different from each other,
G represents a hydrogen atom, C ₁ -C ₆ alkyl, (C ₁ _{-C 6} ^{)alkyl substituted with R 4} , -C(=W ⁴ )R ⁵ or -S(O) ₂ R ⁶ ,
R ¹ represents a hydrogen atom, C ₁ -C ₆ alkyl, C ₃ -C ₆ alkenyl, C ₃ -C ₆ alkynyl or _{C 1} -C ₆ alkyl substituted with ^{R 34 ,}
R ² represents a hydrogen atom, a halogen atom, C ₁ to C ₆ alkyl, C ₁ to C ₆ alkoxy, C ₃ to C ₆ cycloalkyl or —NR ³⁰ R ³¹ ;
R ³ is, D-1, D-2, D-3, D-4, D-5, D-6, D-7, D-8, D-9, D-10, D-11, D- 12, D-13, D-14, D-15, D-16, D-17, D-18, D-19, D-20, D-21, D-22, D-23, D-24, D-25, D-26, D-27, D-28, D-29, D-30, D-31, D-32, D-33, D-34, D-35, D-36, D- 37, D-38, D-39, D-40, D-41, D-42, D-43, D-44, D-45, D-46, D-47, D-48, D-49, D-50, D-51, D-52, D-53, D-54, D-55 or D-56;
D-1, D-2, D-3, D-4, D-5, D-6, D-7, D-8, D-9, D-10, D-11, D-12, D- 13, D-14, D-15, D-16, D-17, D-18, D-19, D-20, D-21, D-22, D-23, D-24, D-25, D-26, D-27, D-28, D-29, D-30, D-31, D-32, D-33, D-34, D-35, D-36, D-37, D- 38, D-39, D-40, D-41, D-42, D-43, D-44, D-45, D-46, D-47, D-48, D-49, D-50, D-51, D-52, D-53, D-54, D-55 and D-56 each represent the following structures,
[Formula 2]

[Formula 3]

On the other hand, of Y ¹ Substitution position represents substitution on the aromatic ring of D-1 to D-56, Y ³ is D-19, D-20, D-21, D-22, D-24, D-29, D represents substituted on the aliphatic ring of -30, D-31 or D-32,
Y ¹ is a hydrogen atom, a halogen atom, C ₁ -C ₆ alkyl, C ₂ -C ₆ alkenyl, C ₂ -C ₆ alkynyl, C ₃ -C ₆ cycloalkyl, C ₂ -C ₆ haloalkenyl, C ₂ -C ₆ Haloalkynyl, (C ₁ -C ₆ )alkyl ^{substituted with R 10} _{, C 3} -C ₆ cycloalkyl substituted with ^{R 44} , -OR ¹¹ , -S(O) _r2 R ³⁸ , - NR ⁸ R ⁹ , -CN, -NO ₂ , -C(O)OH, -C(=W ² )R ¹³ , phenyl, ^{phenyl substituted with (Z 4} ) _p5c , tri(C ₁ -C ₆ alkyl) silyl, Q-6, Q-7, Q-10, Q-11, Q-12 or Q-13, and when p7, p6, p5, p4, p3 or p2 represents an integer of 2 or more, each Y ¹ may be the same as or different from each other,
R ⁴ is a halogen atom, -CN, C ₂ -C ₆ alkenyl, C ₂ -C ₆ haloalkenyl, C ₂ -C ₆ alkynyl, C ₂ -C ₆ haloalkynyl, C ₃ -C ₆ cyclo Alkyl, (C ₃ -C ₆ )cycloalkyl ^{substituted with R 44} ^{, -OR 24} , -S(O) _r4 R ⁵⁴ , -C(O)R ²³ , phenyl, phenyl substituted with ^{(Z 4} ) _{p5c ,} U-1, U-2, U-3, U-4, U-5, U-9, U-11, U-12, U-13, U-14, U-15, U-16, U- 17, U-18, U-19, U-20, U-21, U-22, U-23, U-24, U-25, U-26, U-27, U-28, U-29, U-30, U-31, U-32, U-33, U-34, U-35, Q-1, Q-2, Q-3, Q-4, Q-5, Q-6, Q- 7, Q-8, Q-9, Q-10, Q-11, Q-12, Q-13, Q-14, Q-15, Q-16, Q-17, Q-18, Q-19, Q-20, Q-21, Q-22, Q-23, Q-24, Q-25, Q-26, Q-27, Q-28, Q-29, Q-30, Q-31, Q- 32, Q-33, Q-34, Q-35 or Q-36;
R ⁵ is, C ₁ -C ₆ alkyl, R ²⁶ substituted (C ₁ -C ₆ )alkyl, C ₂ -C ₆ alkenyl, C ₂ -C ₆ haloalkenyl, C ₂ -C ₆ alkynyl, C ₂ -C ₆ Haloalkynyl, C ₁ -C ₆ Alkoxy, -OR ⁵⁸ , -SR ⁵⁹ , C ₃ -C ₆ Cycloalkyl, (C ₃ -C ₆ )cycloalkyl ^{substituted with R 44} ^{, -NR 56} R ⁵⁷ , U-1, U-2, U-3, U-4, U-5, U-6, U-7, U-8, U-9, U-10, U-11, U-12 , U-13, U-14, U-15, U-16, U-17, U-18, U-19, U-20, U-21, U-22, U-23, U-24, U -25, U-26, U-27, U-28, U-29, U-30, U-31, U-32, U-33, U-34, U-35, Q-1, Q-2 , Q-3, Q-4, Q-5, Q-7, Q-8, Q-9, Q-10, Q-14, Q-15, Q-16, Q-17, Q-18, Q -19, Q-20, Q-21, Q-22, Q-23, Q-24, Q-25, Q-26, Q-27, Q-28, Q-29, Q-30, Q-31 , Q-32, Q-33, Q-34, Q-35, Q-36, Q-37, Q-38, Q-39, Q-40, phenyl, (Z ² ) phenyl substituted with _{p5a or -} Represent C(O)R ⁵³ ,
R ⁶ is C ₁ -C ₆ alkyl, C ₁ -C ₆ haloalkyl, phenyl, (Z ² ) _{phenyl substituted with p5a} , U-6, U-7, U-8, Q-10 or -NR ²⁸ Represent R ²⁹ ,
R ⁷ is a hydrogen atom, C ₁ -C ₆ alkyl, C ₃ -C ₆ alkenyl, C ₃ -C ₆ alkynyl, C ₁ -C ₆ haloalkyl, C ₁ -C ₆ alkoxy (C ₁ -C ₂ )alkyl, C ₁ -C ₆ alkylthio(C ₁ -C ₂ )alkyl, C ₃ -C ₆ cycloalkyl(C ₁ -C ₂ )alkyl, benzyl or benzyl substituted with ^{(Z 4} ) _p5c,
R ⁸ and R ⁹ each independently represents a hydrogen atom or C ₁ -C ₆ alkyl,
R ¹⁰ is a halogen atom, -OR ⁴⁰ , -S(O) _r3 R ⁴¹ , -CN, C ₃ -C ₆ cycloalkyl, (C ₃ -C ₆ ^{)cycloalkyl substituted with R 44} , Q-6, Represent Q-7, Q-10, Q-11, Q-12 or Q-13,
R ¹¹ is a hydrogen atom, C ₁ -C ₆ alkyl, (C ₁ -C ₆ )alkyl ^{substituted with R 12} _{, C 3} -C ₆ cycloalkyl, (C ₃ -C ₆ )cycloalkyl ^{substituted with R 44} , phenyl, (Z ⁴ ) _{phenyl substituted with p5c} , tri(C ₁ ~C ₄ alkyl)silyl, C ₁ ~C ₆ alkylcarbonyl, C ₁ ~C ₆ alkoxycarbonyl, C ₁ ~C ₆ alkylsulfonyl , C ₁ _{-C 6} Haloalkylsulfonyl, -C(=W ² )R ¹³ , -S(O) _r5 R ⁴⁹ , U-1, U-2, U-3, U-4, U-5, U-12, U-14, U-15, U-16, Q-17, Q-18, Q-19 or Q-20;
R ¹² is a halogen atom, C ₂ -C ₆ alkenyl, C ₂ -C ₆ haloalkenyl, C ₂ -C ₆ alkynyl, C ₂ -C ₆ haloalkynyl, C ₃ -C ₆ cycloalkyl, R (C ₃ -C ₆ )cycloalkyl ^{substituted with 45} ^{, -OR 48} , -S(O) _r5 R ⁴⁹ , -CN, phenyl, ^{phenyl substituted with (Z 3} ) _p5b , -C(=W ² )R ¹³ , U-1, U-2, U-3, U-4, U-5, U-9, U-10, U-11, U-12, U-13, U-14, U-15, U-16, U-17, U-18, U-19, U-20, U-21, U-22, U-23, U-24, U-25, U-26, U-27, U- 28, U-29, U-30, U-31, U-32, U-33, U-34, U-35, Q-1, Q-2, Q-3, Q-4, Q-5, Q-6, Q-7, Q-8, Q-9, Q-10, Q-11, Q-12, Q-13, Q-14, Q-15, Q-16, Q-17, Q- 18, Q-19, Q-20, Q-21, Q-22, Q-23, Q-24, Q-25, Q-26, Q-27, Q-28, Q-29, Q-30, Represent Q-31, Q-32, Q-33, Q-34, Q-35, Q-36 or -ON=CR ⁴² R ⁴³ ,
Q-1, Q-2, Q-3, Q-4, Q-5, Q-6, Q-7, Q-8, Q-9, Q-10, Q-11, Q-12, Q- 13, Q-14, Q-15, Q-16, Q-17, Q-18, Q-19, Q-20, Q-21, Q-22, Q-23, Q-24, Q-25, Q-26, Q-27, Q-28, Q-29, Q-30, Q-31, Q-32, Q-33, Q-34, Q-35, Q-36, Q-37, Q- 38, Q-39 and Q-40 each represent the following structure,
[Formula 4]

On the other hand, of Y ² The substitution position represents that it is substituted on the aromatic ring of Q-1 to Q-40,
U-1, U-2, U-3, U-4, U-5, U-6, U-7, U-8, U-9, U-10, U-11, U-12, U- 13, U-14, U-15, U-16, U-17, U-18, U-19, U-20, U-21, U-22, U-23, U-24, U-25, U-26, U-27, U-28, U-29, U-30, U-31, U-32, U-33, U-34 and U-35 each represent the following structures,
[Formula 5]

R ¹³ is a hydrogen atom, C ₁ -C ₆ alkyl, C ₁ -C ₆ alkoxy, C ₁ -C ₆ alkylamino, di(C ₁ -C ₆ )alkylamino, C ₁ -C ₆ haloalkylamino, C ₁ ~ C ₆ Alkylthio, C ₁ ~ C ₆ Represents a haloalkylthio or -NH ₂ ,
R ¹⁴ is a halogen atom, C ₂ -C ₆ alkenyl, C ₂ -C ₆ alkynyl, C ₃ -C ₆ cycloalkyl, C ₂ -C ₆ haloalkenyl, C ₂ -C ₆ haloalkynyl, R (C ₃ ~C ₆ )cycloalkyl ^{substituted with 45} _{, C 1} ~C ₆ alkoxy, C ₁ ~C ₆ alkylthio, C ₁ ~C ₆ alkylsulfinyl, C ₁ ~C ₆ alkylsulfonyl, C ₁ ~ C ₆ haloalkoxy, C ₁ -C ₆ haloalkylthio, C ₁ -C ₆ haloalkylsulfinyl, C ₁ -C ₆ haloalkylsulfonyl, phenyl, (Z ⁴ ) _p5c substituted phenyl, -CN, U -1, U-2, U-3, U-9, U-10, U-11, U-12, U-13, U-14, U-15, U-16, U-17, U-18 , U-19, U-20, U-21, U-22, U-23, U-24, U-25, U-26, U-27, U-28, U-29, U-30, U -31, U-32, U-33, U-34, U-35, Q-1, Q-2, Q-3, Q-4, Q-5, Q-6, Q-7, Q-8 , Q-9, Q-10, Q-11, Q-12, Q-13, Q-14, Q-15, Q-16, Q-17, Q-18, Q-19, Q-20, Q -21, Q-22, Q-23, Q-24, Q-25, Q-26, Q-27, Q-28, Q-29, Q-30, Q-31, Q-32, Q-33 Represent Q-34, Q-35 or Q-36,
R ¹⁵ and R ¹⁶ each independently represent a hydrogen atom, C ₁ -C ₆ alkyl, —C(O)R ¹⁷ or —S(O) ₂ R ¹⁸ ,
R ¹⁷ represents C ₁ -C ₆ alkyl, C ₁ -C ₆ alkoxy or C ₁ -C ₆ alkoxy(C ₁ -C ₂ )alkyl,
R ¹⁸ represents C ₁ -C ₆ alkyl or C ₁ -C ₆ haloalkyl,
R ¹⁹ represents C ₃ -C ₆ cycloalkyl or tri(C ₁ -C ₆ alkyl)silyl,
R ²⁰ represents a hydrogen atom, C ₁ -C ₆ alkyl or C ₁ -C ₆ alkoxy;
R ²¹ is a hydrogen atom, C ₁ -C ₆ alkyl, C ₁ -C ₆ haloalkyl, C ₁ -C ₆ alkoxy (C ₁ -C ₂ )alkyl or C ₁ -C ₆ alkylthio (C ₁ -C _{2 )} ) represents alkyl,
R ²² is a halogen atom, -OH, C ₁ -C ₆ alkoxy, C ₁ -C ₆ haloalkoxy, C ₁ -C ₆ alkylthio, C ₁ -C ₆ alkylsulfinyl, C ₁ -C ₆ alkylsulfonyl , C ₁ -C ₆ Represent haloalkylthio, —CN or Q-7,
R ²³ is C ₁ -C ₆ alkyl, C ₁ -C ₆ alkoxy, di(C ₁ -C ₆ )alkylamino, phenyl, ^{phenyl substituted with (Z 4} ) _p5c , U-6, U-7 or U represents -8,
R ²⁴ is, C ₁ -C ₆ alkyl, C ₁ -C ₆ haloalkyl, C ₃ -C ₆ alkenyl, C ₃ -C ₆ haloalkenyl, C ₃ -C ₆ alkynyl, C ₃ -C ₆ halo represents phenyl substituted with alkynyl, (C ₁ -C ₆ )alkoxy(C ₁ _{-C 2} )alkyl, -C(O)R ²⁵ , -S(O) ₂ R ³³ , phenyl or (Z ⁴ ) _p5c ,
R ²⁵ is C ₁ -C ₆ alkyl, C ₁ -C ₆ alkoxy, phenyl, (Z ⁴ ) _p5c substituted phenyl, di(C ₁ -C ₆ )alkylamino, U-6, U-7 or U represents -8,
R ²⁶ is a halogen atom, C ₁ -C ₆ alkoxy, C ₁ -C ₆ haloalkoxy, C ₁ -C ₆ alkylthio, C ₁ -C ₆ alkylsulfinyl, C ₁ -C ₆ alkylsulfonyl, C ₃ -C ₆ cycloalkyl, (C ₃ -C ₆ ^{)cycloalkyl substituted with R 44} , -CN, -OR ³² , phenyl, (Z ⁴ ) _{phenyl substituted with p5c} , Q-2, Q-3, Q- 4, Q-5, Q-6, Q-7, Q-8, Q-9, Q-10, Q-11, Q-12, Q-13, Q-14, Q-15, Q-16, Q-17, Q-18, Q-19, Q-20, Q-21, Q-22, Q-23, Q-24, Q-25, Q-26, Q-27, Q-28, Q- 29, Q-30, Q-31, Q-32, Q-33, Q-34, Q-35, Q-36, U-1, U-2, U-3, U-4, U-5, U-9, U-10, U-11, U-12, U-13, U-14, U-15, U-16, U-17, U-18, U-19, U-20, U- 21, U-22, U-23, U-24, U-25, U-26, U-27, U-28, U-29, U-30, U-31, U-32, U-33, represents U-34 or U-35,
R ²⁷ is a halogen atom, C ₂ -C ₆ alkenyl, C ₂ -C ₆ alkynyl, C ₁ -C ₆ alkoxy, C ₁ -C ₆ haloalkoxy, C ₃ -C ₆ cycloalkyl, C ₃ -C ₆ halocycloalkyl, C ₁ -C ₆ alkylthio, C ₁ -C ₆ haloalkylthio, -CN, phenyl, (Z ³ ) _{phenyl substituted with p5b} is 9-fluorenyl, Q-2, Q-3 , Q-4, Q-5, Q-17, U-1, U-2, U-3, U-4, U-5, U-9, U-10, U-11, U-12, U -13, U-14, U-15, U-16, U-17, U-18, U-19, U-20, U-21, U-22, U-23, U-24, U-25 , U-26, U-27, U-28, U-29, U-30, U-31, U-32, U-33, U-34 or U-35,
R ²⁸ and R ²⁹ each independently represent a hydrogen atom or C ₁ -C ₆ alkyl,
R ³⁰ and R ³¹ each independently represent a hydrogen atom, C ₁ -C ₆ alkyl or benzyl,
R ³² represents phenyl, (Z ⁴ ) _{phenyl substituted with p5c} or Q-17,
R ³³ represents C ₁ -C ₆ alkyl, C ₁ -C ₆ haloalkyl or di(C ₁ -C ₆ alkyl)amino;
R ³⁴ represents a halogen atom, C ₁ -C ₆ alkoxy, phenyl or —CN;
R ³⁵ is a hydrogen atom, C ₁ ~ C ₆ alkyl, C ₃ ~ C ₆ cycloalkyl, substituted with ^{_{_{R 14 (C 1 ~ C 6}}} ) alkyl, (C ₁ ~ C ₆₎ cycloalkyl substituted by R ⁴⁴ or -S(O) ₂ R ³³ ,
R ³⁶ represents C ₁ -C ₆ alkyl, (C ₁ -C ₆ )alkyl ^{substituted with R 37} _{, C 3} -C ₆ cycloalkyl or (C ₁ -C ₆ )cycloalkyl ^{substituted with R 44 ,}
R ³⁷ is a halogen atom, C ₂ -C ₆ alkenyl, C ₂ -C ₆ haloalkenyl, C ₂ -C ₆ alkynyl, C ₂ -C ₆ haloalkynyl, C ₃ -C ₆ cycloalkyl, C ₃ ~C ₆ Halocycloalkyl, C ₁ ~C ₆ Alkoxy, C ₁ ~C ₆ Haloalkoxy, C ₁ ~C ₆ Alkylthio, C ₁ ~C ₆ Haloalkylthio, C ₁ ~C ₆ Alkylsulfinyl, C ₁ -C ₆ haloalkylsulfinyl, C ₁ -C ₆ alkylsulfonyl, C ₁ -C ₆ haloalkylsulfonyl, phenyl, (Z ⁴ ) _{phenyl substituted with p5c} , -CN, U-1, U-2 , U-3, U-9, U-10, U-11, U-12, U-13, U-14, U-15, U-16, U-17, U-18, U-19, U -20, U-21, U-22, U-23, U-24, U-25, U-26, U-27, U-28, U-29, U-30, U-31, U-32 , U-33, U-34, U-35, Q-1, Q-2, Q-3, Q-4, Q-5, Q-6, Q-7, Q-8, Q-9, Q -10, Q-11, Q-12, Q-13, Q-14, Q-15, Q-16, Q-17, Q-18, Q-19, Q-20, Q-21, Q-22 , Q-23, Q-24, Q-25, Q-26, Q-27, Q-28, Q-29, Q-30, Q-31 or C ₁ ~C ₁₀ Represent alkoxycarbonyl,
R ³⁸ is, C ₁ -C ₆ alkyl, C ₃ -C ₆ alkenyl, C ₃ -C ₆ alkynyl, C ₃ -C ₆ cycloalkyl, C ₃ -C ₆ haloalkenyl, C ₃ -C ₆ halo alkynyl, (C ₁ -C ₆ )alkyl ^{substituted with R 39} , (C ₃ -C ₆ ^{)cycloalkyl substituted with R 44} , U-1, U-2, U-4, U-5, U- 6, U-7, U-8, U-12, U-14, U-15, U-16 or -NR ⁶⁰ R ⁶¹ represents,
R ³⁹ is a halogen atom, C ₃ -C ₆ cycloalkyl, (C ₃ -C ₆ )cycloalkyl ^{substituted with R 44} ^{, -OR 51} , -S(O) _r6 R ⁵² , -C(=W ² ) R ¹³ , -CN, phenyl, (Z ³ ) _{phenyl substituted with p5b} , U-1, U-2, U-3, U-4, U-5, U-9, U-10, U-11, U-12, U-13, U-14, U-15, U-16, U-17, U-18, U-19, U-20, U-21, U-22, U-23, U- 24, U-25, U-26, U-27, U-28, U-29, U-30, U-31, U-32, U-33, U-34, U-35, Q-1, Q-2, Q-3, Q-4, Q-5, Q-8, Q-9, Q-14, Q-15, Q-16, Q-17, Q-18, Q-19, Q- 20, Q-21, Q-22, Q-23, Q-24, Q-25, Q-26, Q-27, Q-28, Q-29, Q-30, Q-31, Q-32, Represent Q-33, Q-34, Q-35, Q-36 or -ON=CR ⁴² R ⁴³ ,
R ⁴⁰ is a hydrogen atom, C ₁ ~ C ₆ alkyl, C ₃ ~ C ₆ alkenyl, C ₃ ~ C ₆ alkynyl, C ₁ ~ C ₆ haloalkyl, C ₃ ~ C ₆ haloalkenyl, C ₃ ~ C ₆ haloalkynyl, C ₃ ~ C ₆ cycloalkyl, substituted with ^{_{_{R 46 (C 1 ~ C 6}}} ) alkyl, (C ₃ ~ C ₆₎ represents a cycloalkyl or U-4 substituted with R ^44,
R ⁴¹ is a hydrogen atom, C ₁ to C ₆ alkyl, C ₃ to C ₆ alkenyl, C ₃ to C ₆ alkynyl, C ₁ to C ₆ haloalkyl, C ₃ to C ₆ haloalkenyl, C ₃ to C ₆ haloalkynyl, C ₃ -C ₆ cycloalkyl, (C ₃ -C ₆ )cycloalkyl ^{substituted with R 44} or (C ₁ -C ₆ )alkyl ^{substituted with R 47 ;}
R ⁴² and R ⁴³ each independently represent a hydrogen atom, C ₁ to C ₆ alkyl, phenyl or phenyl substituted with ^{(Z 4} ) _p5c , or one of the carbon atoms to which ^{R 42} and R ^{43 are bonded} to form C ₃ -C ₆ cycloalkyl,
R ⁴⁴ represents a halogen atom, C ₁ to C ₆ alkyl or —CN;
R ⁴⁵ represents a halogen atom, C ₁ to C ₆ alkyl or —CN;
R ⁴⁶ is, C ₁ -C ₆ alkoxy, C ₁ -C ₆ haloalkoxy, C ₁ -C ₆ alkylthio, C ₁ -C ₆ haloalkylthio, C ₁ -C ₆ alkylsulfinyl, C ₁ -C ₆ Haloalkylsulfinyl, C ₁ -C ₆ Alkylsulfonyl, C ₁ -C ₆ Haloalkylsulfonyl, C ₃ -C ₆ Cycloalkyl, (C ₃ -C ₆ ^{)cycloalkyl substituted with R 44} , -CN, U-1, U-2, U-3, U-4, U-5, U-9, U-11, U-12, U-13, U-14, U-15, U-16, U- 17, U-18, U-19, U-20, U-21, U-22, U-23, U-24, U-25, U-26, U-27, U-28, U-29, U-30, U-31, U-32, U-33, Q-1, Q-2, Q-3, Q-4, Q-5, Q-6, Q-7, Q-8, Q- 9, Q-10, Q-11, Q-12, Q-13, Q-14, Q-15, Q-16, Q-17, Q-18, Q-19, Q-20, Q-21, Q-22, Q-23, Q-24, Q-25, Q-26, Q-27, Q-28, Q-29, Q-30, Q-31, Q-32, Q-33, Q- 34, Q-35 or Q-36;
R ⁴⁷ is, C ₁ -C ₆ alkoxy, C ₁ -C ₆ haloalkoxy, C ₁ -C ₆ alkylthio, C ₁ -C ₆ haloalkylthio, C ₁ -C ₆ alkylsulfinyl, C ₁ -C ₆ Haloalkylsulfinyl, C ₁ -C ₆ Alkylsulfonyl, C ₁ -C ₆ Haloalkylsulfonyl, C ₃ -C ₆ Cycloalkyl, (C ₃ -C ₆ ^{)cycloalkyl substituted with R 44} , U-1 , U-2, U-3, U-4, U-5, U-9, U-11, U-12, U-13, U-14, U-15, U-16, U-17, U -18, U-19, U-20, U-21, U-22, U-23, U-24, U-25, U-26, U-27, U-28, U-29, U-30 , U-31, U-32, U-33, Q-1, Q-2, Q-3, Q-4, Q-5, Q-6, Q-7, Q-8, Q-9, Q -10, Q-11, Q-12, Q-13, Q-14, Q-15, Q-16, Q-17, Q-18, Q-19, Q-20, Q-21, Q-22 , Q-23, Q-24, Q-25, Q-26, Q-27, Q-28, Q-29, Q-30, Q-31, Q-32, Q-33, Q-34, Q -35, Q-36 or -CN;
R ⁴⁸ is a hydrogen atom, C ₁ to C ₆ alkyl, C ₁ to C ₆ haloalkyl, C ₃ to C ₆ alkenyl, C ₃ to C ₆ haloalkenyl, C ₃ to C ₆ alkynyl, C ₃ to Represent C ₆ haloalkynyl, C ₃ -C ₆ cycloalkyl, (C ₃ _{-C 6} ^{)cycloalkyl substituted with R 44} , -C(O)R ⁵⁰ or -S(O) ₂ R ³³ ,
R ⁴⁹ is, C ₁ -C ₆ alkyl, C ₁ -C ₆ haloalkyl, C ₃ -C ₆ alkenyl, C ₃ -C ₆ haloalkenyl, C ₃ -C ₆ alkynyl, C ₃ -C ₆ halo alkynyl, C ₃ -C ₆ cycloalkyl or (C ₃ -C ₆ )cycloalkyl ^{substituted with R 44 ;}
R ⁵⁰ represents C ₁ -C ₆ alkyl, C ₁ -C ₆ alkoxy or di(C ₁ -C ₆ alkyl)amino;
R ⁵¹ is a hydrogen atom, C ₁ to C ₆ alkyl, C ₃ to C ₆ alkenyl, C ₃ to C ₆ alkynyl, C ₁ to C ₆ haloalkyl, C ₃ to C ₆ haloalkenyl or C ₃ to Represent C ₆ haloalkynyl,
R ⁵² is, C ₁ -C ₆ alkyl, C ₃ -C ₆ alkenyl, C ₃ -C ₆ alkynyl, C ₁ -C ₆ haloalkyl, C ₃ -C ₆ haloalkenyl, C ₃ -C ₆ halo represents alkynyl or C ₃ -C ₆ cycloalkyl,
R ⁵³ represents C ₁ -C ₆ alkyl, C ₁ -C ₆ alkoxy, phenyl or phenyl substituted with ^{(Z 4} ) _p5c,
R ⁵⁴ represents C ₁ -C ₆ alkyl, C ₁ -C ₆ haloalkyl, C ₃ -C ₆ alkenyl, C ₃ -C ₆ alkynyl, phenyl or phenyl substituted with ^{(Z 4} ) _p5c,
R ⁵⁵ represents C ₁ -C ₆ alkyl, C ₁ -C ₆ alkoxy, —OH or NR ⁵⁶ R ⁵⁷ ,
R ⁵⁶ and R ⁵⁷ each independently represent a hydrogen atom or C ₁ -C ₆ alkyl,
R ⁵⁸ is substituted with (C ₁ -C ₆ )alkyl ^{substituted with R 27} _{, C 3} -C ₆ cycloalkyl, (C ₃ -C ₆ ^{)cycloalkyl substituted with R 44} , phenyl or (Z ³ ) _p5b represents a phenyl,
R ⁵⁹ is C ₁ -C ₆ alkyl, C ₁ -C ₆ haloalkyl, C ₁ -C ₆ alkenyl, C ₁ -C ₆ alkynyl, C ₃ -C ₆ cycloalkyl, R ⁴⁴ substituted with (C ₃ ~C ₆ ) cycloalkyl, phenyl or (Z ³ ) represents phenyl substituted with _p5b,
R ⁶⁰ , R ⁶¹ are each independently a hydrogen atom, C ₁ -C ₆ alkyl, C ₁ -C ₆ haloalkyl, C ₁ -C ₆ alkoxy (C ₁ -C ₆ )alkyl, phenyl, (Z ⁴ ) _{phenyl substituted with p5c} , benzyl or (Z ⁴ ) benzyl substituted with _p5c,
R ^N represents a hydrogen atom or C ₁ -C ₆ alkyl,
Y ² is a halogen atom, C ₁ -C ₆ alkyl, C ₁ -C ₆ haloalkyl, C ₁ -C ₆ alkoxy, C ₁ -C ₆ haloalkoxy, C ₁ -C ₆ alkylthio, C ₁ -C ₆ represents haloalkylthio, -CN, -NH ₂ or -NO ₂ , and when q4, q3, q2 represents an integer of 2 or more, each Y ² may be the same as or different from each other,
Y ³ is a halogen atom, C ₁ -C ₆ alkyl, C ₁ -C ₆ haloalkyl, C ₁ -C ₆ alkoxy, C ₁ -C ₆ haloalkoxy, C ₁ -C ₆ alkylthio, C ₁ -C ₆ represents haloalkylthio, C ₁ -C ₆ alkoxycarbonyl, -CN, -C(O)OH, -OH or -NH ₂ , when t represents 2, each Y ³ may be the same as each other, may be different,
Z ² is a halogen atom, C ₁ ~C ₆ alkyl, C ₁ ~ C ₆ haloalkyl, C ₂ ~ C ₆ alkenyl, C ₂ ~ C ₆ haloalkenyl, C ₂ ~ C ₆ alkynyl, C ₂ ~ C ₆ Haloalkynyl, C ₁ ~C ₆ Alkoxy, C ₁ ~C ₆ Haloalkoxy, C ₁ ~C ₆ Alkylthio, C ₁ ~C ₆ Haloalkylthio, C ₁ ~C ₆ Alkylsulfinyl, C ₁ ~ C ₆ Haloalkylsulfinyl, C ₁ -C ₆ Alkylsulfonyl, C ₁ -C ₆ Haloalkylsulfonyl, -S(O) ₂ NR ⁵⁶ R ⁵⁷ , -OH, -NH ₂ , -CN, -NO ₂ or -C(O)R ⁵⁵ , and when p5a represents an integer of 2 or more, each Z ² may be the same as or different from each other,
Z ³ is a halogen atom, C ₁ -C ₆ alkyl, C ₁ -C ₆ haloalkyl, C ₁ -C ₆ alkoxy, C ₁ -C ₆ haloalkoxy, C ₁ -C ₆ alkylthio, C ₁ -C ₆ When haloalkylthio, -CN, C ₁ -C ₆ alkoxycarbonyl or -NO ₂ represents, and p5b represents an integer of 2 or more, each Z ³ may be the same as or different from each other,
Z ⁴ is a halogen atom, C ₁ -C ₆ alkyl, C ₁ -C ₆ haloalkyl, C ₁ -C ₆ alkoxy, C ₁ -C ₆ haloalkoxy, C ₁ -C ₆ alkylthio, C ₁ -C ₆ Haloalkylthio, C ₁ -C ₆ Alkylsulfinyl, C ₁ -C ₆ Haloalkylsulfinyl, C ₁ -C ₆ Alkylsulfonyl, C ₁ -C ₆ Haloalkylsulfonyl, -CN, -NO ₂ , C _{When 1} to C ₆ alkoxycarbonyl and p5c represents an integer of 2 or more, each Z ⁴ may be the same as or different from each other,
W ² represents an oxygen atom or N-OR ⁷ ,
W ³ represents an oxygen atom or N-OR ²¹ ;
W ⁴ represents an oxygen atom or a sulfur atom,
r1 represents an integer of 0, 1 or 2,
r2 represents the integer of 0, 1 or 2,
r3 represents the integer of 0, 1 or 2,
r4 represents an integer of 0, 1 or 2,
r5 represents an integer of 0, 1 or 2,
r6 represents an integer of 0, 1 or 2,
n represents the integer of 0, 1, 2, 3 or 4,
t represents an integer of 0, 1 or 2,
p2 represents an integer of 0, 1 or 2,
p3 represents the integer of 0, 1, 2 or 3,
p4 represents the integer of 0, 1, 2, 3, or 4,
p5 represents an integer of 0, 1, 2, 3, 4 or 5,
p6 represents an integer of 0, 1, 2, 3, 4, 5 or 6,
p7 represents an integer of 0, 1, 2, 3, 4, 5, 6 or 7;
p5a represents the integer of 1, 2, 3, 4 or 5,
p5b represents an integer of 1, 2, 3, 4 or 5;
p5c represents an integer of 1, 2, 3, 4 or 5;
q1 represents an integer of 0 or 1,
q2 represents the integer of 0, 1 or 2,
q3 represents the integer of 0, 1, 2 or 3,
q4 represents an integer of 0, 1, 2, 3 or 4.]
A pyridazinone compound represented by or a salt thereof.

According to claim 1,
W ¹ represents an oxygen atom,
Z ¹ is a halogen atom, C ₁ -C ₆ alkyl, C ₂ -C ₆ alkenyl, C ₂ -C ₆ alkynyl, C ₃ -C ₆ cycloalkyl, R ²² substituted with (C ₁ -C ₆ ) Alkyl, (C ₂ -C ₆ )alkynyl ^{substituted with R 19} , (C ₃ -C ₆ ^{)cycloalkyl substituted with R 44} , phenyl, (Z ⁴ ) _{phenyl substituted with p5c} , Q-3, -NR ¹⁵ R ¹⁶ , -OR ³⁵ , -S(O) _r1 R ³⁶ , -CN, -NO ₂ , -C(O)OH, -C(=W ³ )R ²⁰ or -N=C(C ₆ H _{5 )} ) ₂ , and when n represents an integer of 2 or more, each Z ¹ may be the same as or different from each other,
R ¹ represents a hydrogen atom, C ₁ -C ₆ alkyl, C ₃ -C ₆ alkenyl, C ₃ -C ₆ alkynyl or _{C 1} -C ₆ alkyl substituted with ^{R 34 ,}
R ² represents a hydrogen atom, a halogen atom, C ₁ to C ₆ alkyl, C ₁ to C ₆ alkoxy or —NR ³⁰ R ³¹ ;
R ³ is D-1, D-2, D-3, D-4, D-5, D-6, D-7, D-8, D-9, D-10, D-13, D- 14, D-15, D-16, D-17, D-18, D-19, D-20, D-21, D-22, D-23, D-24, D-25, D-26, represents D-27 or D-28,
Y ¹ is a hydrogen atom, a halogen atom, C ₁ -C ₆ alkyl, C ₂ -C ₆ alkenyl, C ₂ -C ₆ alkynyl, C ₃ -C ₆ cycloalkyl, C ₂ -C ₆ haloalkenyl, C ₂ -C ₆ Haloalkynyl, (C ₁ -C ₆ )alkyl ^{substituted with R 10} _{, C 3} -C ₆ cycloalkyl substituted with ^{R 44} , -OR ¹¹ , -S(O) _r2 R ³⁸ , - Phenyl or tri(C ₁ -C ₆ alkyl) substituted with NR ⁸ R ⁹ , -CN, -NO ₂ , -C(O)OH, -C(=W ² )R ¹³ , phenyl, (Z ⁴ ) _p5c represents silyl, and when p7, p6, p5, p4, p3 or p2 represents an integer of 2 or more, each Y ¹ may be the same as or different from each other,
R ⁴ is a halogen atom, -CN, C ₂ -C ₆ alkenyl, C ₂ -C ₆ haloalkenyl, C ₂ -C ₆ alkynyl, C ₂ -C ₆ haloalkynyl, C ₃ -C ₆ cyclo Alkyl, (C ₃ -C ₆ )cycloalkyl ^{substituted with R 44} ^{, -OR 24} , -S(O) _r4 R ⁵⁴ , -C(O)R ²³ , phenyl or phenyl substituted with ^{(Z 4} ) _p5c indicate,
R ⁵ is, C ₁ -C ₆ alkyl, (C ₁ -C ₆ )alkyl ^{substituted with R 26} _{, C 2} -C ₆ alkenyl, C ₂ -C ₆ alkynyl, C ₁ -C ₆ alkoxy, -OR ^{^{_{58, -SR 59, C 3 ~}}} C 6 cycloalkyl, C ₃ ~ C ₆ ^{^{cycloalkyl, -NR 56 R 57, U-}} 1, U-6, U-7, U-8 is substituted by R ^44, Q -1, Q-2, Q-3, Q-4, Q-5, Q-7, Q-8, Q-9, Q-10, Q-17, Q-18, Q-19, Q-20 , phenyl, (Z ² ) _represents phenyl substituted with p5a or —C(O)R ⁵³ ,
R ⁶ represents C ₁ -C ₆ alkyl, C ₁ -C ₆ haloalkyl, phenyl, (Z ² ) phenyl substituted with _p5a ^{or —NR 28} R ²⁹ ,
R ⁷ is a hydrogen atom, C ₁ -C ₆ alkyl, C ₃ -C ₆ alkenyl, C ₃ -C ₆ alkynyl, C ₁ -C ₆ haloalkyl, C ₁ -C ₆ alkoxy (C ₁ -C ₂ ) represents alkyl or C ₁ -C ₆ alkylthio (C ₁ -C ₂ )alkyl,
R ¹¹ is a hydrogen atom, C ₁ -C ₆ alkyl, (C ₁ -C ₆ )alkyl ^{substituted with R 12} _{, C 3} -C ₆ cycloalkyl, (C ₃ -C ₆ )cycloalkyl ^{substituted with R 44} , phenyl, (Z ⁴ ) phenyl substituted with _p5c _{, C 1} -C ₆ alkylsulfonyl, C ₁ -C ₆ haloalkylsulfonyl, U-2, U-4, Q-17, Q-18 or Q- represents 19,
R ¹² is a halogen atom, C ₂ -C ₆ alkenyl, C ₂ -C ₆ haloalkenyl, C ₂ -C ₆ alkynyl, C ₂ -C ₆ haloalkynyl, C ₃ -C ₆ cycloalkyl, R (C ₃ -C ₆ )cycloalkyl ^{substituted with 45} ^{, -OR 48} , -S(O) _r5 R ⁴⁹ , -CN, phenyl, ^{phenyl substituted with (Z 3} ) _p5b , -C(=W ² )R ¹³ , U-1, U-2, U-3, Q-1, Q-2, Q-3, Q-4, Q-5, Q-18 or -ON=CR ⁴² R ⁴³ ;
R ¹⁴ is a halogen atom, C ₂ -C ₆ alkenyl, C ₂ -C ₆ alkynyl, C ₃ -C ₆ cycloalkyl, C ₂ -C ₆ haloalkenyl, C ₂ -C ₆ haloalkynyl, R (C ₃ ~C ₆ )cycloalkyl ^{substituted with 45} _{, C 1} ~C ₆ alkoxy, C ₁ ~C ₆ alkylthio, C ₁ ~C ₆ alkylsulfinyl, C ₁ ~C ₆ alkylsulfonyl, phenyl, ( Z ⁴ ) _represents phenyl substituted with p5c, -CN, U-1, U-2, U-3, U-9, Q-17, Q-18, Q-19 or Q-20,
R ¹⁹ represents tri(C ₁ -C ₆ alkyl)silyl,
R ²² represents a halogen atom, -OH, C ₁ -C ₆ alkoxy, C ₁ -C ₆ haloalkoxy, C ₁ -C ₆ alkylthio, C ₁ -C ₆ haloalkylthio or -CN;
R ²³ represents C ₁ -C ₆ alkyl, C ₁ -C ₆ alkoxy, di(C ₁ -C ₆ )alkylamino, phenyl, ^{phenyl substituted with (Z 4} ) _p5c , U-7 or U-8 ,
R ²⁴ is, C ₁ -C ₆ alkyl, C ₁ -C ₆ haloalkyl, C ₃ -C ₆ alkenyl, C ₃ -C ₆ alkynyl, (C ₁ -C ₆ )alkoxy (C ₁ -C ₂ ) alkyl, -C(O)R ²⁵ or -S(O) ₂ R ³³ ,
R ²⁵ represents C ₁ -C ₆ alkyl, C ₁ -C ₆ alkoxy or di(C ₁ -C ₆ )alkylamino,
R ²⁶ is a halogen atom, C ₁ -C ₆ alkoxy, C ₁ -C ₆ haloalkoxy, C ₁ -C ₆ alkylthio, C ₁ -C ₆ alkylsulfinyl, C ₁ -C ₆ alkylsulfonyl, -OR ³² , represents phenyl or phenyl substituted with ^{(Z 4} ) _p5c,
R ²⁷ represents a halogen atom, C ₂ -C ₆ alkenyl, C ₂ -C ₆ alkynyl, C ₁ -C ₆ alkoxy or C ₁ -C ₆ alkylthio;
R ³⁶ represents C ₁ -C ₆ alkyl, (C ₁ -C ₆ )alkyl ^{substituted with R 37} _{or C 3} -C ₆ cycloalkyl,
R ³⁷ is a halogen atom, C ₂ -C ₆ alkenyl, C ₂ -C ₆ alkynyl, C ₃ -C ₆ cycloalkyl, C ₁ -C ₆ alkoxy, C ₁ -C ₆ alkylthio or C ₁ -C ₁₀ represents alkoxycarbonyl,
R ³⁸ is, C ₁ -C ₆ alkyl, C ₃ -C ₆ alkenyl, C ₃ -C ₆ alkynyl, C ₃ -C ₆ cycloalkyl, C ₃ -C ₆ haloalkenyl, C ₃ -C ₆ halo alkynyl, (C ₁ -C ₆ )alkyl ^{substituted with R 39} or (C ₃ -C ₆ )cycloalkyl ^{substituted with R 44 ;}
R ³⁹ is a halogen atom, C ₃ -C ₆ cycloalkyl, -OR ⁵¹ , -S(O) _r6 R ⁵² , -C(=W ² )R ¹³ , -CN, phenyl, substituted with ^{(Z 3} ) _p5b represents phenyl, U-1, U-3, U-9, Q-1 or Q-18,
R ⁴⁰ is a hydrogen atom, C ₁ ~ C ₆ alkyl, C ₃ ~ C ₆ alkenyl, C ₃ ~ C ₆ alkynyl, C ₁ ~ C ₆ haloalkyl, C ₃ ~ C ₆ haloalkenyl, C ₃ ~ Represent C ₆ haloalkynyl, C ₃ -C ₆ cycloalkyl, (C ₁ -C ₆ )alkyl or U-4 ^{substituted with R 46 ,}
R ⁴¹ is, C ₁ -C ₆ alkyl, C ₃ -C ₆ alkenyl, C ₃ -C ₆ alkynyl, C ₁ -C ₆ haloalkyl, C ₃ -C ₆ haloalkenyl, C ₃ -C ₆ halo alkynyl, C ₃ -C ₆ cycloalkyl or (C ₁ -C ₆ )alkyl ^{substituted with R 47 ,}
R ⁴⁶ is, C ₁ -C ₆ alkoxy, C ₁ -C ₆ haloalkoxy, C ₁ -C ₆ alkylthio, C ₁ -C ₆ haloalkylthio, C ₁ -C ₆ alkylsulfinyl, C ₁ -C ₆ Represent alkylsulfonyl, C ₃ -C ₆ cycloalkyl, -CN, U-1, U-3 or U-9,
R ⁴⁷ is, C ₁ -C ₆ alkoxy, C ₁ -C ₆ haloalkoxy, C ₁ -C ₆ alkylthio, C ₁ -C ₆ haloalkylthio, C ₁ -C ₆ alkylsulfinyl, C ₁ -C ₆ Represent haloalkylsulfinyl, C ₁ -C ₆ alkylsulfonyl, C ₁ -C ₆ haloalkylsulfonyl or -CN,
R ⁴⁸ is a hydrogen atom, C ₁ to C ₆ alkyl, C ₁ to C ₆ haloalkyl, C ₃ to C ₆ alkenyl, C ₃ to C ₆ haloalkenyl, C ₃ to C ₆ alkynyl, C ₃ to Represent C ₆ haloalkynyl or C ₃ -C ₆ cycloalkyl,
R ⁴⁹ represents C ₁ -C ₆ alkyl, C ₁ -C ₆ haloalkyl, C ₃ -C ₆ alkenyl or C ₃ -C ₆ alkynyl,
R ⁵¹ represents C ₁ -C ₆ alkyl, C ₃ -C ₆ alkenyl, C ₃ -C ₆ alkynyl or C ₁ -C ₆ haloalkyl,
R ⁵² represents C ₁ -C ₆ alkyl, C ₃ -C ₆ alkenyl or C ₃ -C ₆ alkynyl,
R ⁵⁴ represents C ₁ -C ₆ alkyl or C ₃ -C ₆ alkenyl,
R ⁵⁹ represents C ₁ -C ₆ alkyl, C ₁ -C ₆ alkenyl or phenyl,
Y ² is a halogen atom, C ₁ -C ₆ alkyl, C ₁ -C ₆ haloalkyl, C ₁ -C ₆ alkoxy, C ₁ -C ₆ haloalkoxy, C ₁ -C ₆ alkylthio or C ₁ -C ₆ represents haloalkylthio;
Z ² is a halogen atom, C ₁ ~C ₆ alkyl, C ₁ ~ C ₆ haloalkyl, C ₂ ~ C ₆ alkenyl, C ₂ ~ C ₆ haloalkenyl, C ₂ ~ C ₆ alkynyl, C ₂ ~ C ₆ Haloalkynyl, C ₁ ~C ₆ Alkoxy, C ₁ ~C ₆ Haloalkoxy, C ₁ ~C ₆ Alkylthio, C ₁ ~C ₆ Haloalkylthio, -OH, -NH ₂ , -CN, -NO ₂ or -C(O)R ⁵⁵ and when p5a represents an integer of 2 or more, each Z ² may be the same as or different from each other, The pyridazinone compound and its salt.

3. The method of claim 2,
Z ¹ is a halogen atom, C ₁ -C ₆ alkyl, C ₂ -C ₆ alkenyl, C ₂ -C ₆ alkynyl, C ₃ -C ₆ cycloalkyl, R ²² substituted with (C ₁ -C ₆ ) Alkyl, (C ₂ -C ₆ ^{)alkynyl substituted with R 19} , phenyl, (Z ⁴ ) _{phenyl substituted with p5c} , Q-3, -NR ¹⁵ R ¹⁶ , -OR ³⁵ , -S(O) _r1 R ³⁶ , -CN, -C(=W ³ )R ²⁰ or -N=C(C ₆ H ₅ ) ₂ , and when n represents an integer of 2 or more, each Z ¹ may be the same as or each other may be different,
R ¹ is a hydrogen atom, C ₁ ~ C ₆ represents a C ₁ ~ C ₆ alkyl substituted with alkyl, or R ^34,
R ³ is D-1, D-2, D-3, D-4, D-6, D-7, D-8, D-9, D-10, D-17, D-18, D- 19, D-20, D-21, D-22, D-23, D-24, D-25, D-26 or D-28;
Y ¹ is a hydrogen atom, a halogen atom, C ₁ -C ₆ alkyl, C ₂ -C ₆ alkenyl, (C ₁ _{-C 6} ^{)alkyl substituted with R 10} , -C(O)OH, -OR ¹¹ , -S(O) _r2 R ³⁸ , -NR ⁸ R ⁹ , -CN, -NO ₂ , -C(=W ² )R ¹³ , phenyl or tri(C ₁ -C ₆ alkyl)silyl, p7, p6 , when p5, p4, p3 or p2 represents an integer of 2 or more, each Y ¹ may be the same as or different from each other,
R ⁴ represents a halogen atom, -CN, C ₂ -C ₆ alkenyl, C ₂ -C ₆ alkynyl, -OR ²⁴ , -S(O) _r4 R ⁵⁴ , -C(O)R ²³ or phenyl; ,
R ⁵ is, C ₁ ~C ₆ alkyl, (C ₁ ~C ₆ )alkyl ^{substituted with R 26} _{, C 2} ~C ₆ alkenyl, C ₁ ~C ₆ alkoxy, -OR ⁵⁸ , -SR ⁵⁹ , C ₃ -C ₆ cycloalkyl, -NR ⁵⁶ R ⁵⁷ , U-1, U-6, Q-2, Q-4, (Z ² ) _represent phenyl substituted with p5a or -C(O)R ⁵³ ,
R ⁶ represents C ₁ -C ₆ alkyl, phenyl substituted with ^{(Z 2} ) _p5a ^{or —NR 28} R ²⁹ ,
R ⁷ represents a hydrogen atom or C ₁ -C ₆ alkyl,
R ⁸ and R ⁹ each independently represents C ₁ -C ₆ alkyl,
R ¹⁰ represents a halogen atom, -OR ⁴⁰ or -S(O) _r3 R ⁴¹ ;
R ¹¹ is a hydrogen atom, C ₁ ~C ₆ alkyl, (C ₁ ~C ₆ )alkyl ^{substituted with R 12} _{, C 3} ~C ₆ cycloalkyl, phenyl, C ₁ ~C ₆ alkylsulfonyl, C ₁ ~ Represent C ₆ haloalkylsulfonyl, U-2, U-4 or Q-17,
R ¹² is a halogen atom, C ₂ -C ₆ alkenyl, C ₂ -C ₆ haloalkenyl, C ₂ -C ₆ alkynyl, C ₃ -C ₆ cycloalkyl, R ⁴⁵ substituted with (C ₃ -C ₆ ) represent cycloalkyl, -OR ⁴⁸ , -S(O) _r5 R ⁴⁹ , -CN, phenyl, -C(=W ² )R ¹³ , U-3, Q-1 or -ON=CR ⁴² R ⁴³ ,
R ¹³ represents C ₁ -C ₆ alkyl, C ₁ -C ₆ alkoxy or C ₁ -C ₆ haloalkylamino,
R ¹⁴ is a halogen atom, C ₂ -C ₆ alkenyl, C ₃ -C ₆ cycloalkyl, (C ₃ -C ₆ )cycloalkyl ^{substituted with R 45} _{, C 1} -C ₆ alkoxy, C ₁ -C ₆ Represents alkylthio, C ₁ -C ₆ alkylsulfonyl, phenyl or U-1,
R ¹⁸ represents C ₁ -C ₆ alkyl,
R ²¹ represents a hydrogen atom or C ₁ to C ₆ alkyl,
R ²² represents a halogen atom, —OH or C ₁ to C ₆ alkoxy;
R ²³ represents C ₁ -C ₆ alkyl, C ₁ -C ₆ alkoxy or phenyl,
R ²⁴ represents C ₁ -C ₆ alkyl, (C ₁ -C ₆ )alkoxy(C ₁ _{-C 2} )alkyl or —C(O)R ²⁵ ,
R ²⁵ represents C ₁ -C ₆ alkoxy,
R ²⁶ represents C ₁ -C ₆ alkoxy, —OR ³² or phenyl;
R ²⁷ represents a halogen atom, C ₂ -C ₆ alkenyl or C ₁ -C ₆ alkoxy;
R ²⁸ and R ²⁹ each independently represent C ₁ -C ₆ alkyl,
R ³⁰ and R ³¹ each independently represent a hydrogen atom or benzyl,
R ³² represents phenyl,
R ³³ represents C ₁ -C ₆ haloalkyl or di(C ₁ -C ₆ )alkylamino,
R ³⁴ represents C ₁ -C ₆ alkoxy, phenyl or —CN
R ³⁵ represents a hydrogen atom, C ₁ -C ₆ alkyl, C ₃ -C ₆ cycloalkyl, (C ₁ -C ₆ ^{)alkyl substituted with R 14} or —S(O) ₂ R ³³ ;
R ³⁶ represents C ₁ -C ₆ alkyl or (C ₁ -C ₆ )alkyl ^{substituted with R 37 ,}
R ³⁷ represents a halogen atom or (C ₁ -C ₁₀ )alkoxycarbonyl,
R ³⁸ is, C ₁ -C ₆ alkyl, C ₃ -C ₆ alkenyl, C ₃ -C ₆ alkynyl, C ₃ -C ₆ cycloalkyl, C ₃ -C ₆ haloalkenyl, C ₃ -C ₆ halo Represents (C ₁ -C ₆ )alkyl substituted with alkynyl or R ^{39 ,}
R ³⁹ represents a halogen atom, -OR ⁵¹ , -S(O) _r6 R ⁵² , -C(=W ² )R ¹³ or -CN;
R ⁴⁰ represents a hydrogen atom, C ₁ -C ₆ alkyl, C ₃ -C ₆ alkenyl, C ₁ -C ₆ haloalkyl or (C ₁ -C ₆ )alkyl ^{substituted with R 46 ;}
R ⁴¹ represents C ₁ -C ₆ alkyl, C ₃ -C ₆ alkenyl, C ₃ -C ₆ alkynyl, C ₁ -C ₆ haloalkyl or (C ₁ -C ₆ )alkyl ^{substituted with R 47} ,
R ⁴² and R ⁴³ each independently represent C ₁ -C ₆ alkyl,
R ⁴⁵ represents a halogen atom,
R ⁴⁶ represents C ₁ -C ₆ alkoxy or C ₁ -C ₆ alkylthio,
R ⁴⁷ represents C ₁ -C ₆ alkoxy or C ₁ -C ₆ alkylthio,
R ⁴⁸ represents C ₁ -C ₆ alkyl or C ₁ -C ₆ haloalkyl,
R ⁴⁹ represents C ₁ -C ₆ alkyl,
R ⁵¹ represents C ₁ -C ₆ alkyl,
R ⁵² is,Represents C ₁ ~ C ₆ alkyl,
R ⁵³ represents phenyl,
R ⁵⁴ represents C ₁ -C ₆ alkyl,
R ⁵⁶ and R ⁵⁷ each independently represent C ₁ -C ₆ alkyl,
R ⁵⁸ represents (C ₁ -C ₆ )alkyl or phenyl ^{substituted with R 27 ,}
R ⁵⁹ represents C ₁ -C ₆ alkyl or phenyl,
Y ² represents a halogen atom or C ₁ -C ₆ haloalkyl,
Z ² represents a halogen atom, C ₁ to C ₆ alkyl or C ₁ to C ₆ alkoxy, and when p5a represents an integer of 2 or more, each Z ² may be the same as or different from each other,
Z ⁴ represents a halogen atom or C ₁ to C ₆ alkoxy, and when p5c represents an integer of 2 or more, each Z ⁴ may be the same as or different from each other,
t represents 0, a pyridazinone compound and a salt thereof.

4. The method of claim 3,
Z ¹ is a halogen atom, C ₁ -C ₆ alkyl, C ₂ -C ₆ alkenyl, C ₂ -C ₆ alkynyl, C ₃ -C ₆ cycloalkyl, R ²² substituted with (C ₁ -C ₆ ) (C ₂ -C ₆ )alkynyl substituted with alkyl, R ¹⁹ ^{, -NR 15} R ¹⁶ , -OR ³⁵ , -S(O) _r1 R ³⁶ or -CN, and when n represents an integer of 2 or more , each Z ¹ may be the same as or different from each other,
R ² represents a hydrogen atom, a halogen atom, C ₁ -C ₆ alkyl or C ₁ -C ₆ alkoxy;
R ³ is D-1, D-2, D-3, D-4, D-6, D-7, D-8, D-9, D-10, D-17, D-18, D- 20, D-21, D-22, D-23, D-24 or D-28;
Y ¹ is a halogen atom, C ₁ -C ₆ alkyl, C ₂ -C ₆ alkenyl, (C ₁ -C ₆ )alkyl ^{substituted with R 10} ^{, -OR 11} , -S(O) _r2 R ³⁸ , - NR ⁸ R ⁹ , -CN, -NO ₂ or -C(=W ² )R ¹³ , and when p7, p6, p5, p4, p3 or p2 represents an integer of 2 or more, each Y ¹ is mutually may be the same or different from each other,
R ¹¹ is a hydrogen atom, C ₁ ~C ₆ alkyl, (C ₁ ~C ₆ )alkyl ^{substituted with R 12} _{, C 3} ~C ₆ cycloalkyl, phenyl, C ₁ ~C ₆ alkylsulfonyl, C ₁ ~ Representing C ₆ haloalkylsulfonyl, U-2 or U-4,
R ³⁷ represents a halogen atom, and a pyridazinone compound and a salt thereof.

5. The method of claim 3 or 4,
X represents a sulfur atom, a pyridazinone compound or a salt thereof.

3. The method of claim 2,
X represents an oxygen atom,
Z ¹ represents a halogen atom, C ₁ -C ₆ alkyl, -OR ³⁵ or -S(O) _r1 R ³⁶ , and when n represents an integer of 2 or more, each Z ¹ may be the same as or each other. may be different,
R ¹ represents C ₁ -C ₆ alkyl,
R ² represents a hydrogen atom, a halogen atom, C ₁ -C ₆ alkyl or C ₁ -C ₆ alkoxy;
R ³ represents D-1, D-3, D-7, D-20, D-21, D-22 or D-24,
Y ¹ is a halogen atom, C ₁ -C ₆ alkyl, (C ₁ -C ₆ )alkyl ^{substituted with R 10} ^{, -OR 11} or-S(O) _r2 R ³⁸ , and when p7, p6, p5, p4, p3 or p2 represents an integer of 2 or more, each Y ¹ may be the same as or different from each other,
R ⁴ represents -OR ²⁴ or -S(O) _r4 R ⁵⁴ ,
R ⁵ represents C ₁ -C ₆ alkyl, (C ₁ -C ₆ )alkyl ^{substituted with R 26} _{or C 1} -C ₆ alkoxy;
R ⁶ represents C ₁ -C ₆ alkyl or —NR ²⁸ R ²⁹ ,
R ¹⁰ represents a halogen atom, -OR ⁴⁰ or -S(O) _r3 R ⁴¹ ;
R ¹¹ represents a hydrogen atom, C ₁ -C ₆ alkyl or (C ₁ -C ₆ )alkyl ^{substituted with R 12 ,}
R ¹² represents a halogen atom, C ₂ -C ₆ alkenyl, -OR ⁴⁸ , -S(O) _r5 R ⁴⁹ , phenyl or -C(=W ² )R ¹³ ;
R ¹³ represents a hydrogen atom or C ₁ -C ₆ alkyl,
R ¹⁴ represents a halogen atom, C ₂ -C ₆ alkenyl, C ₁ -C ₆ alkoxy or C ₁ -C ₆ alkylthio,
R ²⁴ represents C ₁ -C ₆ alkyl,
R ²⁶ represents C ₁ -C ₆ alkoxy,
R ²⁸ and R ²⁹ each independently represent C ₁ -C ₆ alkyl,
R ³⁴ represents C ₁ -C ₆ alkoxy or —CN;
R ³⁵ represents C ₁ -C ₆ alkyl or (C ₁ -C ₆ )alkyl ^{substituted with R 14 ,}
R ³⁶ represents C ₁ -C ₆ alkyl or (C ₁ -C ₆ )alkyl ^{substituted with R 37 ,}
R ³⁷ represents a halogen atom, C ₁ -C ₆ alkoxy or C ₁ -C ₆ alkylthio;
R ³⁸ represents C ₁ -C ₆ alkyl, C ₃ -C ₆ alkenyl, C ₃ -C ₆ alkynyl or (C ₁ -C ₆ )alkyl ^{substituted with R 39 ,}
R ³⁹ is -OR ⁵¹ or-S(O) _r6 represents R ^{52 ,}
R ⁴⁰ represents C ₁ -C ₆ alkyl, C ₃ -C ₆ alkenyl or C ₃ -C ₆ alkynyl,
R ⁴¹ represents C ₁ -C ₆ alkyl, C ₃ -C ₆ alkenyl, C ₃ -C ₆ alkynyl or (C ₁ -C ₆ )alkyl ^{substituted with R 47 ,}
R ⁴⁸ represents C ₁ -C ₆ alkyl,
r1 represents an integer of 0, 1 or 2,
r4 represents an integer of 0, 1 or 2,
r5 represents an integer of 0, 1 or 2,
r6 represents an integer of 0, 1 or 2,
n represents the integer of 0, 1, 2, 3 or 4,
p3 represents the integer of 0, 1, 2 or 3,
p4 represents the integer of 0, 1, 2, 3, or 4,
p5 represents an integer of 0, 1, 2, 3, 4 or 5.]
A pyridazinone compound represented by or a salt thereof.

7. The method of claim 6,
Z ¹ represents a halogen atom, C ₁ to C ₆ alkyl, or —OR ³⁵ ;
R ¹ represents C ₁ -C ₆ alkyl,
R ² represents C ₁ -C ₆ alkyl or C ₁ -C ₆ alkoxy;
R ³ represents D-1, D-7 or D-24,
Y ¹ is a halogen atom, C ₁ -C ₆ alkyl, (C ₁ -C ₆ )alkyl ^{substituted with R 10} ^{, -OR 11} or-S(O) _r2 R ³⁸ ,
G represents a hydrogen atom, C ₁ _{-C 6} alkyl or -C(=W ⁴ )R ⁵ ,
R ⁵ represents C ₁ -C ₆ alkyl,
R ¹⁰ represents a halogen atom or -OR ⁴⁰ ;
R ¹² represents a halogen atom, C ₂ -C ₆ alkenyl, -OR ⁴⁸ , -S(O) _r5 R ⁴⁹ or phenyl;
R ³⁵ represents C ₁ -C ₆ alkyl,
R ³⁸ represents C ₁ -C ₆ alkyl,
R ⁴⁰ represents C ₁ -C ₆ alkyl,
R ⁴⁸ represents C ₁ -C ₆ alkyl,
R ⁴⁹ represents C ₁ -C ₆ alkyl.], a pyridazinone compound or a salt thereof.

An agricultural chemical comprising at least one selected from the pyridazinone compound according to any one of claims 1 to 7 and salts thereof as an active ingredient.

A herbicide comprising at least one selected from the pyridazinone compound and salts thereof according to any one of claims 1 to 7 as an active ingredient.